(6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 70380-25-5
• Molecular Formula: C₄₅H₃₆N₄O₇S₃
• Molecular Weight: 841.001

Synonyms:

Chemical Property of (6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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Technology Process of (6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 1 articles about (6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-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:

sodium cephalothin (58-71-9) + 7-((tetrazol-1'-yl)acetylamino)-3-acetyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (32510-61-5) + 5-thioxo-2,5-dihydro-[1,2,3]thiadiazole-4-carboxylic acid; dipotassium salt (69893-83-0) → (6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (70380-25-5)

Guidance literature:

Multistep reaction; (i) NaHCO₃, (ii) aq. HCl, (iii) /BRN= 5413419/;

DOI:10.1021/jm00196a012

Reference yield:

(6R)-3-(4-benzhydryloxycarbonyl-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (70380-25-5) → (6R)-3-(4-carboxy-[1,2,3]thiadiazol-5-ylsulfanylmethyl)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:

With trifluoroacetic acid;

DOI:10.1021/jm00196a012

upstream raw materials:

sodium cephalothin

7-((tetrazol-1'-yl)acetylamino)-3-acetyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

5-thioxo-2,5-dihydro-[1,2,3]thiadiazole-4-carboxylic acid; dipotassium salt

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