Studies toward the large-scale synthesis of the HIV proteinase inhibitor Ro 31-8959

…, DJ Bushnell, PH Crackett, SJ Dunsdon…

Index: Parkes, Kevin E. B.; Bushnell, David J.; Crackett, Peter H.; Dunsdon, Stephen J.; Freeman, Andrew C.; et al. Journal of Organic Chemistry, 1994 , vol. 59, # 13 p. 3656 - 3664

Full Text: HTML

Citation Number: 124

Abstract

Ro 31-8959 (11, a potent and selective inhibitor of HIV proteinase, is currently in phase I11 clinical trials. Six approaches for the large-scale synthesis of this compound have been studied. All routes employ an initial disconnection to an electrophilic L-phenylalanine homologue equivalent 13 and the decahydroisoquinoline derivative 5. They differ in adopting either an epoxide, a cyclic sulfate, or an aldehyde as the electrophilic entity and ...

 Related Synthetic Route
N-tert-butyl-2-[2(R)-hydroxy-4-phenyl-3(S)-azidobutyl]decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide Structure

136465-90-2

N-tert-butyl-2-...

~97%

(3S,4aS,8aS)-2-[(3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-tert-butyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide Structure

136522-17-3

(3S,4aS,8aS)-2-...

2-[2(R)-hydroxy-4-phenyl-3(S)-[[N-(phenylmethoxy)carbonyl]amino]butyl]-N-tert-butyldecahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide Structure

137431-05-1

2-[2(R)-hydroxy...

~99%

(3S,4aS,8aS)-2-[(3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-tert-butyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide Structure

136522-17-3

(3S,4aS,8aS)-2-...

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

~86%

(3S,4aS,8aS)-2-[(3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-tert-butyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide Structure

136522-17-3

(3S,4aS,8aS)-2-...

Z-Asn-OH Structure

2304-96-3

Z-Asn-OH

(3S,4aS,8aS)-2-[(3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-tert-butyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide Structure

136522-17-3

(3S,4aS,8aS)-2-...

~48%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N-Cbz-L-Phenylalanine Structure

1161-13-3

N-Cbz-L-Phenyla...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

(2S,3S)-2-azido-1-phenyl-butane-3,4-diol Structure

116949-67-8

(2S,3S)-2-azido...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N-tert-butyl-2-[2(R)-hydroxy-4-phenyl-3(S)-azidobutyl]decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide Structure

136465-90-2

N-tert-butyl-2-...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N/A Structure

198020-19-8

N/A

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

4(S)-(1(S)-Azido-2-phenylethyl)-1,3,2-dioxathiolane 2,2-dioxide Structure

136465-97-9

4(S)-(1(S)-Azid...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

3(S)-(Benzyloxyformamido)-1-bromo-4-phenyl-2(S)-butanol Structure

120452-06-4

3(S)-(Benzyloxy...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

ethyl (S)-4-benzyloxycarbonylamino-3-oxo-5-phenylpentanoate Structure

158744-36-6

ethyl (S)-4-ben...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid Structure

158744-41-3

4(S)-Benzyl-3-(...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N/A Structure

1027376-26-6

N/A

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate Structure

158744-39-9

Ethyl 4(S)-benz...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

2-[2(R)-hydroxy-4-phenyl-3(S)-[[N-(phenylmethoxy)carbonyl]amino]butyl]-N-tert-butyldecahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide Structure

137431-05-1

2-[2(R)-hydroxy...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N/A Structure

158744-37-7

N/A

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

Boc-L-phenylalanine Structure

13734-34-4

Boc-L-phenylalanine

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N-Boc-L-phenylalaninal Structure

72155-45-4

N-Boc-L-phenyla...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

2-(2(S)-(tert-Butoxyformamido)-1-hydroxy-3-phenylpropyl)thiazole Structure

219586-42-2

2-(2(S)-(tert-B...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

(S,S)-2-(2-(N-(tert-Butoxycarbonyl)amino)-1-hydroxy-3-phenylpropyl)-1,3-thiazole Structure

124127-20-4

(S,S)-2-(2-(N-(...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N-Boc-β-keto-γ-phenylalanine Structure

112271-08-6

N-Boc-β-keto-γ-...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

(2R,3S)-3-(tert-Butoxycarbonyl)aMino-1,2-epoxy-4-phenylbutane Structure

98760-08-8

(2R,3S)-3-(tert...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

Boc-gF(b-OH)-OEt Structure

72155-47-6

Boc-gF(b-OH)-OEt

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

(2S,3S)-1-bromo-3-((tert-butoxycarbonyl)amino)-4-phenyl-2-butanol Structure

136630-87-0

(2S,3S)-1-bromo...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

(4S,5S)-4-benzyl-5-(bromomethyl)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine Structure

136630-89-2

(4S,5S)-4-benzy...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

3(S)-(tert-Butoxyformamido)-2(S)-hydroxy-4-phenyl-1-butanal Structure

152683-74-4

3(S)-(tert-Buto...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride Structure

1026810-22-9

4(S)-Benzyl-3-(...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid Structure

158895-85-3

4(S)-Benzyl-3-(...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

Ethyl 4(S)-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate Structure

158744-40-2

Ethyl 4(S)-benz...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

2(R)-(Methanesulfonyloxy)-4-phenyl-3(S)-phthalimido-1-butanol Structure

136465-83-3

2(R)-(Methanesu...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N/A Structure

1026632-96-1

N/A

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N/A Structure

1054798-68-3

N/A

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

N/A Structure

1055033-80-1

N/A

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

(1S,2S)-2-((tert-butoxycarbonyl)amino)-3-phenyl-1-(thiazol-2-yl)propyl acetate Structure

158744-42-4

(1S,2S)-2-((ter...

~%

benzyl N-[(2S)-1-[[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-4-amino-1,4-dioxobutan-2-yl]carbamate Structure

136522-18-4

benzyl N-[(2S)-...

Boc-L-phenylalanine Structure

13734-34-4

Boc-L-phenylalanine

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

N-Boc-L-phenylalaninal Structure

72155-45-4

N-Boc-L-phenyla...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

(S,S)-2-(2-(N-(tert-Butoxycarbonyl)amino)-1-hydroxy-3-phenylpropyl)-1,3-thiazole Structure

124127-20-4

(S,S)-2-(2-(N-(...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

N-Boc-β-keto-γ-phenylalanine Structure

112271-08-6

N-Boc-β-keto-γ-...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

Boc-gF(b-OH)-OEt Structure

72155-47-6

Boc-gF(b-OH)-OEt

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

(2S,3S)-1-bromo-3-((tert-butoxycarbonyl)amino)-4-phenyl-2-butanol Structure

136630-87-0

(2S,3S)-1-bromo...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

(4S,5S)-4-benzyl-5-(bromomethyl)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine Structure

136630-89-2

(4S,5S)-4-benzy...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride Structure

1026810-22-9

4(S)-Benzyl-3-(...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid Structure

158895-85-3

4(S)-Benzyl-3-(...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

Ethyl 4(S)-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate Structure

158744-40-2

Ethyl 4(S)-benz...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

(1S,2S)-2-((tert-butoxycarbonyl)amino)-3-phenyl-1-(thiazol-2-yl)propyl acetate Structure

158744-42-4

(1S,2S)-2-((ter...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

N-(TERT-BUTYL)DECAHYDRO-3-ISOQUINOLINECARBOXAMIDE Structure

128019-40-9

N-(TERT-BUTYL)D...

3(S)-(tert-Butoxyformamido)-2(S)-hydroxy-4-phenyl-1-butanal Structure

152683-74-4

3(S)-(tert-Buto...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...

2-(2(S)-(tert-Butoxyformamido)-1-hydroxy-3-phenylpropyl)thiazole Structure

219586-42-2

2-(2(S)-(tert-B...

~%

tert-butyl N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Structure

142580-65-2

tert-butyl N-[(...


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