4026-48-6

Basic information

• Product Name: N-Methylcysteine
• Synonyms: (R)-N-Methylcysteine;Cysteine, N-methyl- (7CI);Cysteine, N-methyl-, L- (8CI);L-Cysteine, N-methyl- (9CI);N-Methylcysteine;L-Cysteine, N-Methyl-
• CAS NO: 4026-48-6
• Molecular Formula: C₄H₉NO₂S
• Molecular Weight: 135.1848
• Mol File: 4026-48-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 100.7°C
• Appearance: /
• Density: 1.202g/cm³
• CAS DataBase Reference: N-Methylcysteine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methylcysteine(4026-48-6)
• EPA Substance Registry System: N-Methylcysteine(4026-48-6)

Safety Data

• Hazardous Substances Data: 4026-48-6(Hazardous Substances Data)

Upstream product

• 34592-47-7 L-thioproline 
• 7664-41-7 ammonia 

Downstream Products

• 69772-54-9 (4'S,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid 
• 69772-54-9 (4'R,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid 

Relevant articles and documents

Total Synthesis of Echinomycin and Its Analogues

The first total synthesis of echinomycin (1) was accomplished by featuring the late-stage construction of the thioacetal moiety via Pummerer rearrangement and simultaneous cyclization, as well as two-directional elongation of the peptide chains to construct a C2-symmetrical bicyclic octadecadepsipeptide bridged with a sulfide linkage. This strategy can be applicable to a variety of echinomycin analogues.

A convenient synthesis of N-fluorenylmethoxycarbonyl-N-methyl-L-Cysteine derivatives [Fmoc,Me-Cys(R)-OH]

The synthesis of N-fluorenylmethoxycarbonyl-N,S-dimethyl-L-Cysteine (1) [Fmoc,Me-Cys(Me)-OH] and N-fluorenylmethoxycarbonyl-N-methyl-S-acetamidomethyl-L-Cysteine (2) [Fmoc,Me-Cys(Acm)-OH] is reported. The synthesis is characterized by a convenient two-step procedure from (R)-thiazolidine-4-carboxylic acid (3) via reduction and subsequent protection. Crystals of 1, which have been analyzed by single-crystal X-ray crystallography, are obtained after a simple crystallization at the end of the process, without purification of intermediates.

Solution-phase synthesis and biological evaluation of triostin A and its analogues

Triostin A is a biosynthetic precursor of echinomycin which is one of the most potent hypoxia inducible factor 1 (HIF-1) inhibitors. An improved solution-phase synthesis of triostin A on a preparative scale has been achieved in 17.5% total yield in 13 ste