Methyl 2-acetylthiazole-4-carboxylate

Base Information

• Chemical Name: Methyl 2-acetylthiazole-4-carboxylate
• CAS No.: 76275-87-1
• Molecular Formula: C7H7NO3S
• Molecular Weight: 185.20000
• European Community (EC) Number: 863-600-9
• DSSTox Substance ID: DTXSID10466476
• Nikkaji Number: J1.665.018H
• Wikidata: Q82293046
• Mol file: 76275-87-1.mol

Synonyms:methyl 2-acetylthiazole-4-carboxylate;76275-87-1;Methyl 2-acetyl-1,3-thiazole-4-carboxylate;MFCD22063636;SCHEMBL15933940;DTXSID10466476;AMY29064;methyl2-acetylthiazole-4-carboxylate;AKOS022704065;DS-12681;SY113993;CS-0187463;C76440;EN300-7422085;A915121

Chemical Property of Methyl 2-acetylthiazole-4-carboxylate

Chemical Property:

• PSA: 84.50000
• LogP: 1.13230
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 185.01466426
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-acetylthiazole-4-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NC(=CS1)C(=O)OC

Technology Process of Methyl 2-acetylthiazole-4-carboxylate

There total 8 articles about Methyl 2-acetylthiazole-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

(+/-)-4-methoxycarbonyl-2-(1-hydroxyethyl)thiazole (76275-86-0) → methyl 2-acetylthiazole-4-carboxylate (76275-87-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; for 0.833333h;

DOI:10.1248/cpb.42.1208

Reference yield:

ethyl 2-<1-(benzoyloxy)ethyl>thiazole-4-carboxylate (76275-85-9) → methyl 2-acetylthiazole-4-carboxylate (76275-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaOMe / 24 h / 20 °C

2: 80 percent / MnO₂ / CH₂Cl₂ / 24 h / 20 °C

With manganese(IV) oxide; sodium methylate; In dichloromethane;

DOI:10.1039/b603433k

Reference yield:

rac-oxiranecarbonitrile (4538-51-6) + L-cysteine methyl ester hydrochloride (18598-63-5) → (3R,5S)-methyl 5-cyanotetrahydro-1,4-2H-thiazine-3-carboxylate (93827-06-6) + (3R,5R)-methyl 5-cyanotetrahydro-1,4-2H-thiazine-3-carboxylate (93921-43-8) + methyl 2-acetylthiazole-4-carboxylate (76275-87-1)

Guidance literature:

With potassium cyanide; In water; Yields of byproduct given;

DOI:10.1016/S0040-4039(01)81421-0

upstream raw materials:

(+/-)-4-methoxycarbonyl-2-(1-hydroxyethyl)thiazole

rac-oxiranecarbonitrile

L-cysteine methyl ester hydrochloride

Acetyl cyanide

Downstream raw materials:

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

methyl 2'-(2-benzamidomethyl)-2,4'-bithiazole-4-carboxylate

2-isopropylthiazole-4-carboxylic acid amide

(+)-(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