769890-37-1

Basic information

• Product Name: N-Me-D-Val-OMe·HCl
• Synonyms: N-Me-D-Val-OMe·HCl
• CAS NO: 769890-37-1
• Molecular Formula: C7H15NO2·HCl
• Molecular Weight: 145.2
• Product Categories: amino acids
• Mol File: 769890-37-1.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Me-D-Val-OMe·HCl(CAS DataBase Reference)
• NIST Chemistry Reference: N-Me-D-Val-OMe·HCl(769890-37-1)
• EPA Substance Registry System: N-Me-D-Val-OMe·HCl(769890-37-1)

Safety Data

• Hazardous Substances Data: 769890-37-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 2480-23-1 N-methyl-L-valine 
• 89584-37-2 L-N-Methyl-valin-hydrobromid 
• 53363-91-0 2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid methyl ester 
• 42417-65-2 Z-MeVal-OH 
• 118460-23-4 (S)-methyl 2-(benzyl(methyl)amino)-3-methylbutanoate 
• 610800-51-6 N-methyl-N-4-nitrophenylsulfonyl-L-valine methyl ester 
• 946414-56-8 (3R,6S)-N⁽¹⁾,3-dimethyl-3,6-di-iso-propyl-5-methoxy-3,6-dihydropyrazine-2-one 
• 946414-57-9 (3S,6S)-N⁽¹⁾,3-dimethyl-3,6-di-iso-propyl-5-methoxy-3,6-dihydropyrazine-2-one 
• 6306-52-1 L-valine methylester hydrochloride 
• 198836-35-0 (S)-2-(4-nitrobenzenesulfonylamino)-3-methyl-butyric acid methyl ester 
• 13850-91-4 (R)-2-(tert-butoxycarbonyl(methyl)amino)-3-methylbutanoic acid 
• 22838-58-0 Boc-D-Val-OH 
• 1268729-59-4 C₁₂H₂₃NO₄ 

Relevant articles and documents

Simple and efficient Fmoc removal in ionic liquid

A mild method for an efficient removal of the fluorenylmethoxycarbonyl (Fmoc) group in ionic liquid was developed. The combination of a weak base such as triethylamine and [Bmim][BF4] makes the entire system more efficient for the cleavage at room temperature of various amines and amino acid methyl esters in short reaction times. The procedure works well even in the case of N-Fmoc amino acids bearing acid-sensitive protecting groups and of N-alkylated amino acid methyl esters. The solvent-free condition provides a complementary method for Fmoc deprotection in solution phase peptide synthesis and modern organic synthesis.

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.

Total synthesis, absolute configuration, and biological activity of xyloallenoide A

The novel natural product xyloallenoide A, isolated from the marine mangrove endophytic fungus from the South China Sea, and its diastereoisomer xyloallenoide A1, which contain N-methyl-substituted amino acids, were synthesized. The absolute configurations of the amino acid units of xyloallenoide A were finally confirmed to be L-Lys, Me-D-Val, and Me-L-Ala. This report represents a practical and attractive alternative for the synthesis of N-methyl-substituted cyclotripeptides. In the preliminary bioassay, synthetic xyloallenoide A showed marginal activities against KB (IC50=9.6 mm) and KBv200 cells (IC50=10.3 μm), and xyloallenoide A1 was inactive against KB and KBv200 cells.