76275-87-1

Basic information

• Product Name: Methyl 2-acetylthiazole-4-carboxylate
• Synonyms: Methyl 2-acetylthiazole-4-carboxylate;4-Thiazolecarboxylic acid, 2-acetyl-, methyl ester
• CAS NO: 76275-87-1
• Molecular Formula: C₇H₇NO₃S
• Molecular Weight: 185.20038
• Mol File: 76275-87-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 2-acetylthiazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-acetylthiazole-4-carboxylate(76275-87-1)
• EPA Substance Registry System: Methyl 2-acetylthiazole-4-carboxylate(76275-87-1)

Safety Data

• Hazardous Substances Data: 76275-87-1(Hazardous Substances Data)

Upstream product

• 76275-86-0 (+/-)-4-methoxycarbonyl-2-(1-hydroxyethyl)thiazole 
• 631-57-2 Acetyl cyanide 
• 18598-63-5 L-cysteine methyl ester hydrochloride 
• 88393-79-7 2-(1-hydroxy-ethyl)-thiazole-4-carboxylic acid 
• 76275-85-9 ethyl 2-<1-(benzoyloxy)ethyl>thiazole-4-carboxylate 
• 4538-51-6 rac-oxiranecarbonitrile 

Downstream Products

• 160054-27-3 3-<2'-(2'''-((N-(4''(R)-((N^α((tert-butyloxy)carbonyl)-N^im(triphenylmethyl)-erythro-β-hydroxy-L-histidyl)amino)-3''(S)-hydroxy-2''-(S)-methylpentanoyl)-L-threonyl)amino)ethyl)-2,4'-bithiazole-4-carboxamido>propyl methyl sulfide 
• 76275-90-6 methyl 2'-(2-benzamidomethyl)-2,4'-bithiazole-4-carboxylate 
• 390386-23-9 2-isopropylthiazole-4-carboxylic acid amide 
• 910131-55-4 (+)-(4R,5S)-3-{E-(2R,3S)-5-[2'-(E-2,E-4-(S)-1,6-dimethyl-hepta-2,4-dienyl)-[2,4']-bithiazolyl-4-yl]-3-hydroxy-2-methyl-pent-4-enoyl}-4-methyl-5-phenyl-oxazolidin-2-one 
• 80337-75-3 2'-<1-(benzyloxy)ethyl>-2,4'-bithiazole-4-carboxylate 

Relevant articles and documents

Total synthesis of myxothiazols, novel bis-thiazole β-methoxyacrylate- based anti-fungal compounds from myxobacteria

Convergent total syntheses of myxothiazols A and Z are described. The syntheses are based on elaboration of the (S)-E,E-diene thioamide 22, conversion of 22 into the bis-thiazole 27 and Wittig reactions between 27c and the aldehyde 30. The substituted β-m

Synthesis of ozonolysis products of myxothiazol

By applying the Hantzsch thiazole procedure, the synthesis of bithiazole derivatives (2 and (±)-3) corresponding to degradation products of myxothiazol was achieved. Optically active (S)-3 (87-88% ee) and its analog (S)-16 (91% ee) were obtained through enantioselective hydrolysis of the corresponding acetates ((±)-18, (±)-20 and (±)-21) using lipase in water- saturated organic solvent.

REACTION OF OXIRANECARBONITRILE WITH L-CYSTEINE METHYL ESTER

The title reaction yields (3R,5R) and (3R,5S) isomers of methyl 5-cyanotetrahydro-1,4-2H-thiazine-3-carboxylate, together with methyl 2-acetylthiazole-4-carboxylate as a minor by-product.The stereochemistry of the tetrahydrothiazine derivatives is discussed.