114396-63-3

Basic information

• Product Name: L-Serine, 2-Methyl-, Methyl ester, hydrochloride
• Synonyms: L-Serine, 2-Methyl-, Methyl ester, hydrochloride;L-Serine, 2-Methyl-, Methyl ester, hydrochloride (1:1);methyl(S)-2-amino-3-hydroxy-2-methylpropanoate hydrochloride
• CAS NO: 114396-63-3
• Molecular Formula: C₅H₁₁NO₃*ClH
• Molecular Weight: 169.60668
• Mol File: 114396-63-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-Serine, 2-Methyl-, Methyl ester, hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-Serine, 2-Methyl-, Methyl ester, hydrochloride(114396-63-3)
• EPA Substance Registry System: L-Serine, 2-Methyl-, Methyl ester, hydrochloride(114396-63-3)

Safety Data

• Hazardous Substances Data: 114396-63-3(Hazardous Substances Data)

Usage

Uses

L-Serine, 2-Methyl-, Methyl ester, hydrochloride is a useful research chemical.

Upstream product

• 67-56-1 methanol 
• 3398-40-1 (S)-(+)-2-amino-2-methyl-3-hydroxypropanoic acid 
• 117176-06-4 (S)-4-Methyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 

Downstream Products

• 114396-66-6 Z-Ala-α-MeSer-OMe 
• 844866-93-9 (S)-methyl 2-(dibenzylamino)-3-hydroxy-2-methylpropanoate 
• 114396-65-5 Boc-Val-α-MeSer-OMe 

Relevant articles and documents

An efficient enantioselective synthesis of (S)-α-methyl-serine methyl ester hydrochloride via asymmetrically catalyzed amination

We present the synthesis of enantiomerically pure (S)-α-methyl-serine methyl ester hydrochloride from 2-methyl-3-((4-(trifluoromethyl)benzyl)oxy)propanal and di-p-chlorobenzyl azodicarboxylate via asymmetrically catalyzed amination with naphthylalanine de

Total Synthesis of Mycobacterium tuberculosis Dideoxymycobactin-838 and Stereoisomers: Diverse CD1a-Restricted T Cells Display a Common Hierarchy of Lipopeptide Recognition

Mycobacterium tuberculosis produces dideoxymycobactin-838 (DDM-838), a lipopeptide that potently activates T cells upon binding to the MHC-like antigen-presenting molecule CD1a. M. tuberculosis produces DDM-838 in only trace amounts and a previous solid-phase synthesis provided sub-milligram quantities. We describe a high-yielding solution-phase synthesis of DDM-838 that features a Mitsunobu substitution that avoids yield-limiting epimerization at lysine during esterification, and amidation conditions that prevent double-bond isomerization of the Z-C20:1 acyl chain, and provides material with equivalent antigenicity to natural DDM-838. Isomers of DDM-838 that varied in stereochemistry at the central lysine and the C20:1 acyl chain were compared for their ability to be recognised by CD1a-restricted T cell receptors (TCRs). These TCRs, derived from unrelated human donors, exhibited a similar spectrum of reactivity towards the panel of DDM-838 isomers, highlighting the exquisite sensitivity of lipopeptide-reactive T cells for the natural DDM stereochemistry.

ASYMMETRIC ALDOL REACTION OF α-ISOCYANOCARBOXYLATES WITH PARAFORMALDEHYDE CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEXES: CATALYTIC ASYMMETRIC SYNTHESIS OF α-ALKYLSERINES

Aldol reaction of methyl α-isocyanocarboxylates (CNCH(R)COOMe: R=H, Me, Et, i-Pr, Ph) with paraformaldehyde in the presence of 1 molpercent of a chiral (aminoalkyl)ferrocenylphosphine-gold(I) complex gave optically active 4-alkyl-2-oxazoline-4-carboxylates (up to 83percent ee) which were readily hydrolyzed to α-alkylserines.