(6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 139164-94-6
• Molecular Formula: C₂₉H₂₆N₆O₅S₃
• Molecular Weight: 634.761

Synonyms:

Chemical Property of (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 11 articles about (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-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: 73.0%

(6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (53090-88-3) → (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (139164-94-6)

Guidance literature:

With dihydrogen peroxide; acetic acid; In dichloromethane; for 24h; Ambient temperature;

Reference yield: 70.0%

diphenylmethyl 7β-(2-thienylacetylamino)-3α-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3β-methylthiocepham-4α-carboxylate (83262-36-6) → diphenylmethyl 7β-(2-thienylacetylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylate 1α-oxide (83262-96-8,83262-97-9,139164-94-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)92145-3

Reference yield:

(2R,7R)-3-Methylene-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (53994-64-2,56246-77-6) → (R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (83262-96-8,83262-97-9,139164-94-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Cl₂ / 1.) CCl₄, 20 min, 0 deg C, 2.) CH₂Cl₂, r.t., 2,5 h

2: methanol; acetone / 0.33 h / Heating

3: 70 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 0 °C

4: 97 percent / SnCl₂*2H₂O, acetylchloride / dimethylformamide / 1 h / Ambient temperature

5: m-CPBA

With chlorine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; tin(ll) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)92145-3

upstream raw materials:

diphenylmethyl 7β-(2-thienylacetylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylate

(2R,7R)-3-Methylene-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

diphenylmethyl 7β-(2-thienylacetylamino)-3α-chloromethyl-3β-methylthiocepham-4α-carboxylate

diphenylmethyl 7β-(2-thienylacetylamino)-3α-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3β-methylthiocepham-4α-carboxylate

Downstream raw materials:

diphenylmethyl 7β-(2-thienylacetylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylate

(R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-5,8-dioxo-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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