127623-77-2

Basic information

• Product Name: (2S)-2-[[(Benzyloxy)carbonyl]aMino]-5-hexenoic Acid tert-Butyl Ester
• Synonyms: (2S)-2-[[(Benzyloxy)carbonyl]aMino]-5-hexenoic Acid tert-Butyl Ester
• CAS NO: 127623-77-2
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.3954
• Product Categories: Amines, Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 127623-77-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: (2S)-2-[[(Benzyloxy)carbonyl]aMino]-5-hexenoic Acid tert-Butyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-[[(Benzyloxy)carbonyl]aMino]-5-hexenoic Acid tert-Butyl Ester(127623-77-2)
• EPA Substance Registry System: (2S)-2-[[(Benzyloxy)carbonyl]aMino]-5-hexenoic Acid tert-Butyl Ester(127623-77-2)

Safety Data

• Hazardous Substances Data: 127623-77-2(Hazardous Substances Data)

Usage

Description

(2S)-2-[[(Benzyloxy)carbonyl]amino]-5-hexenoic Acid tert-Butyl Ester is a colorless oil that serves as a key reactant in the synthesis of collagen cross-links, specifically pyridinoline and deoxypyridinoline. It is also utilized in the preparation of acyl derivatives of N-hydroxypyridine-2-thione, highlighting its significance in various chemical and pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
(2S)-2-[[(Benzyloxy)carbonyl]amino]-5-hexenoic Acid tert-Butyl Ester is used as a reactant for the preparation of collagen cross-links, pyridinoline and deoxypyridinoline, which are essential for maintaining the stability and integrity of collagen fibers in connective tissues. This makes it a valuable component in the development of treatments for various connective tissue disorders and degenerative diseases.
Used in Chemical Synthesis:
(2S)-2-[[(Benzyloxy)carbonyl]amino]-5-hexenoic Acid tert-Butyl Ester is used as a reactant in the synthesis of acyl derivatives of N-hydroxypyridine-2-thione. These derivatives have potential applications in various chemical processes and can be further modified to create new compounds with specific properties and functions.
Used in Research and Development:
(2S)-2-[[(Benzyloxy)carbonyl]amino]-5-hexenoic Acid tert-Butyl Ester is used as a research compound to study the properties and reactions of collagen cross-links and N-hydroxypyridine-2-thione derivatives. This helps scientists and researchers to better understand the mechanisms of these compounds and develop new strategies for their applications in various industries.

Upstream product

• 112157-39-8 Nα-(Benzyloxycarbonyl)-L-lysine tert-butyl ester 
• 501-53-1 benzyl chloroformate 
• 606148-70-3 tert-butyl (2S)-2-aminohex-5-enoate 
• 123975-54-2 t-butyl 2-benzyloxycarbonylamino-3-carbomethoxy-(2S)-hex-5-enoate 
• 60079-12-1 β-Methyl α-tert-butyl (2S)-N-(benzyloxycarbonyl)aspartate 
• 47307-26-6 (S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester 
• 606148-69-0 (S)-2-[(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-hex-5-enoic acid tert-butyl ester 
• 136520-15-5 1,1-dimethylethyl N-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene]glycinate 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 347888-69-1 (S)-2-Benzyloxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester 
• 144787-23-5 2-((S)-1-(benzyloxycarbonylamino)-2-tert-butoxy-2-oxoethyl)pent-4-enoic acid 
• 6456-74-2 Glycine tert-butyl ester 

Downstream Products

• 204074-52-2 tert-butyl 2-benzyloxycarbonylamino-4-(2-oxiranyl)butanoate 
• 182422-50-0 (2S)-2-([(benzyloxy)carbonyl]amino)hex-5-enoic acid 
• 495401-20-2 tert-butyl (S)-2-(((benzyloxy)carbonyl)amino)-6-hydroxyhexanoate 
• 495401-21-3 tert-butyl (2S)-2-benzyloxycarbonylamino-6-bromo-5-hydroxyhexanoate 
• 441353-29-3 allyl (2S,5R)-2-benzyloxycarbonylamino-4-(2-oxiranyl)butanoate 
• 495401-24-6 methyl (2S,5S)-2-benzyloxycarbonylamino-6-bromo-5-hydroxyhexanoate 
• 495401-23-5 (2S,5R)-2-benzyloxycarbonylamino-5-bromomethyl-δ-valerolactone 
• 495401-22-4 (2S,5S)-2-benzyloxycarbonylamino-5-bromomethyl-δ-valerolactone 
• 309928-91-4 methyl (2S)-2-benzyloxycarbonylamino-6-bromo-5-oxohexanoate 
• 224629-58-7 (S)-2-benzyloxycarbonylamino-6-bromo-5-oxohexanoic acid tert-butyl ester 
• 63800-01-1 pyridinoline 
• 441353-32-8 allyl (2S,5S)-2-benzyloxycarbonylamino-5-hydroxy-6-iodohexanoate 
• 441353-36-2 allyl (2S)-2-benzyloxycarbonylamino-6-iodo-5-oxohexanoate 
• 441353-26-0 (2S,5R)-2-benzyloxycarbonylamino-5-iodomethyl-δ-valerolactone 

Relevant articles and documents

INHIBITORS OF IAP

The invention provides novel compounds that are inhibitors of IAPs having the general formula: wherein X1, X2, X3, Y, A, R1, R2, R3, R4, R4', R5, R5'/

A simple modular synthesis of pyridinoline a collagen cross-link of biochemical interest

A simple convergent synthesis of the collagen cross-link pyridinoline starting from glycine is reported.

Stereoselective synthesis of allyl- and homoallylglycines

A new method for the synthesis of N-protected allyl- and homoallylglycines was developed from aspartic and glutamic acid derivatives. The carboxylic side-chains of aspartic and glutamic derivatives was first transformed into the Weinreb amide by coupling with N,O-dimethylhydroxylamine and then reduced into the corresponding aldehyde. The latter could react with methyl-triphenylphosphonium bromide to yield the title compounds with 50% total yield.