(6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 47653-82-7
• Molecular Formula: C₁₈H₁₈N₆O₄S₂
• Molecular Weight: 446.511

Synonyms:(6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property of (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property:

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Technology Process of (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid

There total 7 articles about (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid 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: 97.1%

(6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid (24209-38-9) + phenylacetyl chloride (103-80-0) → (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid (47653-82-7)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 0 - 20 ℃; for 3.66667h; regioselective reaction;

DOI:10.1007/s13738-016-0815-0

Reference yield: 91.0%

p-methoxybenzyl-7-(phenylacetamido)-3-(((1-methyl-1,2,3,4-tetrazol-5-yl)thio)methyl)-3-cephem-4-carboxylate (107447-97-2) → 4-[(4-methoxyphenyl)methyl]phenol (21388-77-2) + 2-(4-methoxybenzyl)phenol (37155-50-3) + (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid (47653-82-7)

Guidance literature:

With trifluoroacetic acid; In various solvent(s); at 45 ℃; for 1h; Yields of byproduct given;

DOI:10.1021/jo00011a034

Reference yield:

(6R,7R)-benzhydryl-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (67366-01-2) → (6R,7R)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-aza-bicyclo [4.2.0]oct-2-ene-2-carboxylic acid (47653-82-7)

Guidance literature:

With trifluoroacetic acid; In various solvent(s); at 45 ℃; for 1h;

DOI:10.1021/jo00011a034

upstream raw materials:

(6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

p-methoxybenzyl-7-(phenylacetamido)-3-(((1-methyl-1,2,3,4-tetrazol-5-yl)thio)methyl)-3-cephem-4-carboxylate

(6R,7R)-benzhydryl-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

(6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid

Downstream raw materials:

(6R)-2-methylsulfanyl-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid 2,2,2-trichloro-ethyl ester

C₃₁H₂₈N₆O₅S₂

(6R,7R)-benzhydryl-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

(6R-cis)-7-methoxy-3-<<(1-methyl-1-H-tetrazol-5-yl)thio>methyl>-8-oxo<(phenylacetyl)amino>-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester

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