35016-37-6

Basic information

• Product Name: L-Valine, N-Methyl-, Methyl ester
• Synonyms: L-Valine, N-Methyl-, Methyl ester;N-methyl-valine methyl ester;N-Me-Valine-OMe
• CAS NO: 35016-37-6
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.1995
• Mol File: 35016-37-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 168.5±23.0 °C(Predicted)
• Appearance: /
• Density: 0.924±0.06 g/cm3(Predicted)
• PKA: 7.47±0.30(Predicted)
• CAS DataBase Reference: L-Valine, N-Methyl-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Valine, N-Methyl-, Methyl ester(35016-37-6)
• EPA Substance Registry System: L-Valine, N-Methyl-, Methyl ester(35016-37-6)

Safety Data

• Hazardous Substances Data: 35016-37-6(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 2480-23-1 N-methyl-L-valine 
• 89584-37-2 L-N-Methyl-valin-hydrobromid 
• 6306-52-1 L-valine methylester hydrochloride 
• 42492-62-6 (S)-N-benzyl-N-metylvaline 
• 15363-84-5 (S)-2-(benzylamino)-3-methylbutanoic acid 
• 198836-35-0 (S)-2-(4-nitrobenzenesulfonylamino)-3-methyl-butyric acid methyl ester 
• 946414-57-9 (3S,6S)-N⁽¹⁾,3-dimethyl-3,6-di-iso-propyl-5-methoxy-3,6-dihydropyrazine-2-one 
• 946414-56-8 (3R,6S)-N⁽¹⁾,3-dimethyl-3,6-di-iso-propyl-5-methoxy-3,6-dihydropyrazine-2-one 
• 610800-51-6 N-methyl-N-4-nitrophenylsulfonyl-L-valine methyl ester 
• 118460-23-4 (S)-methyl 2-(benzyl(methyl)amino)-3-methylbutanoate 
• 42417-65-2 Z-MeVal-OH 
• 53363-91-0 2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid methyl ester 

Downstream Products

• 128892-28-4 N--L-N-methylvaline methyl ester 
• 790302-14-6 (S)-2-{[(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester 
• 790302-29-3 (S)-2-{[(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester 
• 787620-60-4 (S)-2-[(2,3-Diphenyl-cyclopropanecarbonyl)-methyl-amino]-3-methyl-butyric acid methyl ester 
• 790302-30-6 (S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester 
• 24164-06-5 methyl (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methylbutanoate 
• 924369-55-1 methyl N-[(4-bromophenyl)sulfonyl]-N-methyl-L-valinate 
• 115084-81-6 1-methyl-5-isopropylpyrrolidine-2,4-dione 
• 1245634-03-0 cyclo(Gly-Tyr-Tyr-Tyr-Pro-(N-Me)Val-Pro) 
• 128892-32-0 -N-methyl-L-valine methyl ester 

Relevant articles and documents

Lewis acid catalysed methylation of N-(9H-fluoren-9-yl)methanesulfonyl (Fms) protected lipophilic α-amino acid methyl esters

This work reports an efficient Lewis acid catalysed N-methylation procedure of lipophilic α-amino acid methyl esters in solution phase. The developed methodology involves the use of the reagent system AlCl3/diazomethane as methylating agent and α-amino acid methyl esters protected on the amino function with the (9H-fluoren-9-yl)methanesulfonyl (Fms) group. The removal of Fms protecting group is achieved under the same conditions to those used for Fmoc removal. Thus the Fms group can be interchangeable with the Fmoc group in the synthesis of N-methylated peptides using standard Fmoc-based strategies. Finally, the absence of racemization during the methylation reaction and the removal of Fms group were demonstrated by synthesising a pair of diastereomeric dipeptides.

Preparation of the optically pure N-methyl amino ester method and product

The invention belongs to the field of organic synthesis of amino acids and discloses a method for preparing optically pure N-methyl amino-acid ester. The method comprises the following steps of carrying out esterification reaction on amino acid as a starting raw material and aldehyde to form an imine intermediate, carrying out reductive amination in the presence of palladium carbon, and carrying out hydrogenation and debenzylation to finally synthesize optically pure N-methyl amino-acid ester. The method has the advantages of simplicity in method, mild reaction conditions and good adaptability and side chains of D-type or L-type amino acid do not need to be protected.

Diastereoselective synthesis of quaternary α-amino acids from diketopiperazine templates

Sequential enolate alkylations of (S)-N(1)-methyl-5-methoxy-6-isopropyl-3, 6-dihydropyrazin-2-one and (S)-N(1)-p-methoxybenzyl-5-methoxy-6-isopropyl-3,6- dihydropyrazin-2-one proceed with excellent levels of diastereoselectivity (>90% de) affording quaternary α-amino acids in high enantiomeric excess (>98% ee) after deprotection and hydrolysis. This journal is The Royal Society of Chemistry.