The Journal of Organic Chemistry

Regioselective enolization and alkylation of 4-oxo-N-(9-phenylfluoren-9-yl) proline: Synthesis of enantiopure proline-valine and hydroxyproline-valine chimeras

R Sharma, WD Lubell

Index: Journal of Organic Chemistry, , vol. 61, # 1 p. 202 - 209

Full Text: HTML

Citation Number: 80

Abstract

... The Journal of Organic Chemistry. ... Québec, Canada H3C 3J7. J. Org. Chem. , 1996, 61 (1), pp 202–209. DOI: 10.1021/jo9514984. Publication Date (Web): January 12, 1996. Copyright © 1996 American Chemical Society. ...

 Related Synthetic Route
(2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester Structure

173913-63-8

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

~%

4-(TRIFLUOROMETHOXY)PHENYLBORONICACID Structure

173913-66-1

4-(TRIFLUOROMET...

(2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester Structure

173913-63-8

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

~%

3-CARBOXY-4-FLUOROPHENYLBORONICACID Structure

174060-99-2

3-CARBOXY-4-FLU...

(2S)-3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester Structure

173913-63-8

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

~%

(2S)-2-HYDROXY-3-METHYL-N-[(2S)-1-{[(1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL]AMINO}-1-OXOPROPAN-2-YL]BUTANAMIDE Structure

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(2S)-2-HYDROXY-...

(2S,4R)-3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl ester Structure

173913-64-9

(2S,4R)-3,3-dim...

~%

(2S)-2-HYDROXY-3-METHYL-N-[(2S)-1-{[(1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL]AMINO}-1-OXOPROPAN-2-YL]BUTANAMIDE Structure

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(2S)-2-HYDROXY-...

(2S,4S)-3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl ester Structure

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(2S,4S)-3,3-dim...

~%

(2S)-2-HYDROXY-3-METHYL-N-[(2S)-1-{[(1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL]AMINO}-1-OXOPROPAN-2-YL]BUTANAMIDE Structure

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(2S)-2-HYDROXY-...

benzyl (2S,4R)-3,3-dimethyl-4-(((methylthio)carbonothioyl)oxy)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate Structure

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benzyl (2S,4R)-...

~%

(2S)-2-HYDROXY-3-METHYL-N-[(2S)-1-{[(1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL]AMINO}-1-OXOPROPAN-2-YL]BUTANAMIDE Structure

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(2S)-2-HYDROXY-...

(2S,4S)-benzyl 3,3-dimethyl-4-(((methylthio)carbonothioyl)oxy)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate Structure

173913-68-3

(2S,4S)-benzyl ...

~%

(2S)-2-HYDROXY-3-METHYL-N-[(2S)-1-{[(1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL]AMINO}-1-OXOPROPAN-2-YL]BUTANAMIDE Structure

174060-98-1

(2S)-2-HYDROXY-...


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