7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 120155-61-5
• Molecular Formula: C₂₉H₂₄ClN₇O₄S₃
• Molecular Weight: 666.205
• Mol file: 120155-61-5.mol

Synonyms:

Chemical Property of 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 5 articles about 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl 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: 55.0%

3-chloro-2-(thiazol-4-yl)propenoic acid (120155-40-0,120155-47-7) + 7-amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid,diphenylmethyl ester (53090-86-1) → 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (120155-60-4,120155-61-5)

Guidance literature:

With dicyclohexyl-carbodiimide; benzotriazol-1-ol; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1248/cpb.36.2346

Reference yield:

ethyl 3-oxo-2-(thiazol-4-yl)propanoate (120155-44-4) → 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (120155-60-4,120155-61-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / phosphorus oxychloride, DMF / ethyl acetate / 2.5 h

2: 96 percent / aq. KOH; tetrahydrofuran / 0.67 h / Ambient temperature

3: acetone / 1 h / Irradiation

4: 55 percent / dicyclohexylcarbodiimide / 1-hydroxybenzotriazole / tetrahydrofuran / 2 h / Ambient temperature

With N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; trichlorophosphate; benzotriazol-1-ol; In tetrahydrofuran; potassium hydroxide; ethyl acetate; acetone;

DOI:10.1248/cpb.36.2346

Reference yield:

(E)-3-chloro-2-(thiazol-4-yl)propenoic acid (120155-40-0) → 7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (120155-60-4,120155-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / 1 h / Irradiation

2: 55 percent / dicyclohexylcarbodiimide / 1-hydroxybenzotriazole / tetrahydrofuran / 2 h / Ambient temperature

With dicyclohexyl-carbodiimide; benzotriazol-1-ol; In tetrahydrofuran; acetone;

DOI:10.1248/cpb.36.2346

upstream raw materials:

3-chloro-2-(thiazol-4-yl)propenoic acid

7-amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid,diphenylmethyl ester

ethyl 3-oxo-2-(thiazol-4-yl)propanoate

(E)-3-chloro-2-(thiazol-4-yl)propenoic acid