(6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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.: 120155-18-2
• Molecular Formula: C₃₀H₂₆N₄O₇S₄
• Molecular Weight: 682.823

Synonyms:

Chemical Property of (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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:

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Useful:

Technology Process of (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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 4 articles about (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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: 17.0%

diphenylmethyl 7β-(thiophen-2-acetamido)-3-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-ceph-3-em-4-carboxylate (56737-24-7) → (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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 (120155-18-2) + (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-5,5,8-trioxo-7-(2-thiophen-2-yl-acetylamino)-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (120155-19-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 6h; Ambient temperature;

Reference yield: 12.0%

diphenylmethyl 7β-(thiophen-2-acetamido)-3-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-ceph-3-em-4-carboxylate (56737-24-7) → (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfinylmethyl)-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 (120155-16-0,120155-17-1,123536-46-9) + (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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 (120155-18-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 5 - 10 ℃; for 2.5h;

Reference yield:

7β-(thiophen-2-acetamido)-3-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-ceph-3-em-4-carboxylic acid (26970-95-6) → (6R,7R)-3-(5-Methyl-[1,3,4]thiadiazole-2-sulfonylmethyl)-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 (120155-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / CH₂Cl₂; methanol / 2 h / Ambient temperature

2: 12 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / 5 - 10 °C

With 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

upstream raw materials:

diphenylmethyl 7β-(thiophen-2-acetamido)-3-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-ceph-3-em-4-carboxylate

7β-(thiophen-2-acetamido)-3-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-ceph-3-em-4-carboxylic acid

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