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e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Tetrahedron letters

A concise synthesis of (2S, 4R)-and (2S, 4S)-4-methylglutamic acid

ZQ Gu, M Li

Index: Tetrahedron Letters, , vol. 44, # 15 p. 3203 - 3205

Full Text: HTML

Citation Number: 8

Abstract

... Tetrahedron Letters. Volume 44, Issue 15, 7 April 2003, Pages 3203–3205. Cover image Cover image. ... 15 In a typical alkylation procedure, the fully protected pyroglutamate (3b, R=Et, 20 g scale) was enolized at the 4-position by using 1.03 equiv. ...

 Related Synthetic Route
L-Pyroglutamicacid Structure

98-79-3

L-Pyroglutamicacid

~%

SYM 2081 Structure

31137-74-3

SYM 2081

N/A Structure

171288-20-3

N/A

~%

SYM 2081 Structure

31137-74-3

SYM 2081

Boc-L-Pyroglutamic acid methyl ester Structure

108963-96-8

Boc-L-Pyrogluta...

~%

SYM 2081 Structure

31137-74-3

SYM 2081

1-Boc-D-Pyroglutamic acid ethyl ester Structure

144978-35-8

1-Boc-D-Pyroglu...

~%

SYM 2081 Structure

31137-74-3

SYM 2081

Methyl (2S,4R)-1-(tert-butoxycarbonyl)-4-methylpyroglutamate Structure

196394-49-7

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

~%

SYM 2081 Structure

31137-74-3

SYM 2081

Methyl L-Pyroglutamate Structure

4931-66-2

Methyl L-Pyrogl...

~%

SYM 2081 Structure

31137-74-3

SYM 2081

H-Pyr-OEt Structure

7149-65-7

H-Pyr-OEt

~%

SYM 2081 Structure

31137-74-3

SYM 2081

1-(tert-butyl) 2-ethyl (2S,4R)-4-methyl-5-oxopyrrolidine-1,2-dicarboxylate Structure

553679-43-9

1-(tert-butyl) ...

~%

SYM 2081 Structure

31137-74-3

SYM 2081

L-Pyroglutamicacid Structure

98-79-3

L-Pyroglutamicacid

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

Boc-L-Pyroglutamic acid methyl ester Structure

108963-96-8

Boc-L-Pyrogluta...

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

1-Boc-D-Pyroglutamic acid ethyl ester Structure

144978-35-8

1-Boc-D-Pyroglu...

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

METHYL (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-METHYLPYROGLUTAMATE Structure

196394-48-6

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

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

Methyl L-Pyroglutamate Structure

4931-66-2

Methyl L-Pyrogl...

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

H-Pyr-OEt Structure

7149-65-7

H-Pyr-OEt

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

(2S,4S)-1-(3,3-dimethylbutoxycarbonyl)-4-methyl-5-oxopyrrolidine-2-carboxylate Structure

553679-44-0

(2S,4S)-1-(3,3-...

~%

(2s,4s)-4-methylglutamic acid Structure

6141-27-1

(2s,4s)-4-methy...

Methyl L-Pyroglutamate Structure

4931-66-2

Methyl L-Pyrogl...

~%

METHYL (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-METHYLPYROGLUTAMATE Structure

196394-48-6

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

Boc-L-Pyroglutamic acid methyl ester Structure

108963-96-8

Boc-L-Pyrogluta...

methyl iodide Structure

74-88-4

methyl iodide

~%

Methyl (2S)-1-(tert-butoxycarbonyl)-4,4-dimethylpyroglutamate Structure

158392-74-6

Methyl (2S)-1-(...

Methyl (2S,4R)-1-(tert-butoxycarbonyl)-4-methylpyroglutamate Structure

196394-49-7

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

Detail
Related Articles: More...
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[Xian, Mo; Alaux, Sebastien; Sagot, Emmanuelle; Gefflaut, Thierry Journal of Organic Chemistry, 2007 , vol. 72, # 20 p. 7560 - 7566]
Chemoenzymatic synthesis of a series of 4-substituted glutam...

[Journal of Medicinal Chemistry, , vol. 48, # 25 p. 7980 - 7992]
Chemoenzymatic synthesis of a series of 4-substituted glutam...

[Journal of Medicinal Chemistry, , vol. 48, # 25 p. 7980 - 7992]
Chemoenzymatic Synthesis of (4S)??and (4R)??4??Methyl??2??ox...

[European Journal of Organic Chemistry, , # 12 p. 3403 - 3406]
Chemoenzymatic Synthesis of (4S)??and (4R)??4??Methyl??2??ox...

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Detail Synthetic Route


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