3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 33814-65-2
• Molecular Formula: C₁₈H₁₇Cl₃N₂O₄S
• Molecular Weight: 463.769
• Mol file: 33814-65-2.mol

Synonyms:3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester

Chemical Property of 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester

There total 6 articles about 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester 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: 60.0%

trichloroethyl ester of 6-phenoxyacetamido penicillinate sulfoxide (19474-21-6,27250-42-6,30199-55-4,90026-86-1) + ethyl 2-sulfanylacetate (623-51-8) → 3-Methyl-2-[3-oxo-4-(2-phenoxy-acetylamino)-3H-isothiazol-2-yl]-but-2-enoic acid 2,2,2-trichloro-ethyl ester (58849-84-6) + 3-Methyl-2-[(2-phenoxymethyl-thiazole-4-carbonyl)-amino]-but-3-enoic acid 2,2,2-trichloro-ethyl ester (33695-41-9) + 2-[(R)-2-Ethoxycarbonylmethyldisulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-2-enoic acid 2,2,2-trichloro-ethyl ester (98381-20-5) + 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester (33814-65-2)

Guidance literature:

N,N-dimethyl-aniline; In toluene; Further byproducts given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)98146-2

Reference yield:

(R)-3-methyl-2-((1S)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid 2,2,2-trichloro-ethyl ester (27124-39-6,33695-40-8,58462-62-7) → 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester (33814-65-2)

Guidance literature:

With sodium acetate; dimethyl sulfoxide;

DOI:10.1021/ja00711a075

Reference yield:

trichloroethyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide (19474-21-6) → 3-methyl-2-(2-phenoxymethyl-thiazole-4-carbonylamino)-but-2-enoic acid 2,2,2-trichloro-ethyl ester (33814-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: P(OMe)3 / benzene / Heating

2: NaOAc, DMSO

With sodium acetate; dimethyl sulfoxide; phosphorous acid trimethyl ester; In benzene;

DOI:10.1021/ja00711a075

upstream raw materials:

(R)-3-methyl-2-((1S)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid 2,2,2-trichloro-ethyl ester

3-methyl-2-((1S)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-2-enoic acid 2,2,2-trichloro-ethyl ester

trichloroethyl ester of 6-phenoxyacetamido penicillinate sulfoxide

ethyl 2-sulfanylacetate