15366-19-5

Basic information

• Product Name: methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate
• Synonyms: methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate
• CAS NO: 15366-19-5
• Molecular Weight: 319.317
• Mol File: 15366-19-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate(15366-19-5)
• EPA Substance Registry System: methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate(15366-19-5)

Safety Data

• Hazardous Substances Data: 15366-19-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 58456-27-2 (S)-3-(benzyloxycarbonyl)-4-(4-diazo-3-oxobutyl)-5-oxazolidinone 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 23632-67-9 (S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid 
• 5672-83-3 Z-L-GluOMe 
• 13907-82-9 N²-benzyloxycarbonyl-L-glutamine methyl ester 
• 186581-53-3 diazomethane 
• 5672-82-2 N-Z-L-Glu-OMe-4g-Dcha salt 
• 117836-15-4 (S)-2-Benzyloxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid methyl ester 

Downstream Products

• 309928-91-4 methyl (2S)-2-benzyloxycarbonylamino-6-bromo-5-oxohexanoate 
• 917507-80-3 (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid 
• 117836-26-7 cis-5(S)-hydroxy-2(S)-N₁-benzyloxycarbonylpipecolic acid methyl ester 
• 63088-78-8 (2S,5R)-5-hydroxypiperidine-2-carboxylic acid 
• 117836-27-8 (2S,5R)-5-Hydroxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 72180-34-8 (S)-5-Hydroxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 117836-22-3 (S)-5-Trimethylsilanyloxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 117836-20-1 (S)-2-Benzyloxycarbonylamino-5-(tert-butyl-dimethyl-silanyloxy)-6-chloro-hexanoic acid methyl ester 
• 117836-24-5 (S)-5-(tert-Butyl-dimethyl-silanyloxy)-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 117836-18-7 (S)-2-Benzyloxycarbonylamino-6-chloro-5-trimethylsilanyloxy-hexanoic acid methyl ester 
• 117836-16-5 (S)-2-Benzyloxycarbonylamino-6-chloro-5-hydroxy-hexanoic acid methyl ester 
• 107476-23-3 3-Oxo-2-oxa-5-aza-bicyclo[2.2.2]octane-5-carboxylic acid benzyl ester 
• 309928-96-9 (2S,5R)-6-azido-2-benzyloxycarbonylamino-5-hydroxyhexanoic acid 
• 309928-97-0 (2S,5S)-6-azido-2-benzyloxycarbonylamino-5-hydroxyhexanoic acid 

Relevant articles and documents

An efficient route to the α-methyl ester of L-glutamic acid, and its conversion into cis-5-hydroxy-L-pipecolic acid

The treatment of the N-benzyloxycarbonyl α-methyl esters of L-glutamine or L-asparagine with tert-butyl nitrite in refluxing acetonitrile results in selective hydrolysis of the amide group, giving optically pure Z-Glu-OMe (74%) or Z-Asp-OMe (88%); these are versatile chiral building blocks, and an efficient synthesis of cis-5-hydroxy-L-pipecolic acid from Z-Glu-OMe is described.

Synthesis of all four possible stereoisomers of 5-hydroxylysine

A simple protocol for the transformation of L- and D-glutamic acids into the enantiopure forms of all four isomers of 5-hydroxylysine is described. Copyright (C) 2000 Elsevier Science Ltd.

CHIRAL SYNTHESIS OF 5-HYDROXY-(L)-PIPECOLIC ACIDS FROM (L)-GLUTAMIC ACID

A stereo- and enantio-specific synthesis of the naturally occuring cis-5-hydroxy-(L)-pipecolic acid (3) is described, starting from Z-(L)-glutamic acid; the key step involves cyclisation of a protected chlorohydrin, and also gives access to trans-5-hydroxy-(L)-pipecolic acid.