(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

Chemical Name:(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:62542-89-6
Molecular Formula:C₂₀H₁₆N₆O₄S₃
Molecular Weight:500.583
Hs Code.:

(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Chemical Property of (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Technology Process of (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 8 articles about (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-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:

: 20605-40-7
thiobenzoylhydrazine

: 62542-89-6
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / dimethylsulfoxide / 4 h / Ambient temperature

2: 90 percent / DDQ / dioxane / 0.5 h / Ambient temperature

3: 1.) pyridine, phosphorus pentachloride; 2.) methanol / 1.) CH₂Cl₂, 10 deg C, 1 h; 2.) -20 deg C, 2 h

4: 1.) bromine; 2.) triethylamine; 3.) NaHCO₃ / 1.) CH₂Cl₂, -40 deg C, 15 min; 2.) -30 deg C, CH₂Cl₂; 3.) acetone, water, overnight

5: trifluoroacetic acid, anisole / 0.33 h / Ambient temperature

With pyridine; methanol; phosphorus pentachloride; bromine; sodium hydrogencarbonate; methoxybenzene; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; dimethyl sulfoxide;
DOI:10.1248/cpb.28.2116

Reference yield:

: 33741-82-1
benzhydryl 3-formyl-7-thienylacetamidoceph-3-em-4-carboxylate

: 62542-89-6
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / dimethylsulfoxide / 4 h / Ambient temperature

2: 90 percent / DDQ / dioxane / 0.5 h / Ambient temperature

3: 1.) pyridine, phosphorus pentachloride; 2.) methanol / 1.) CH₂Cl₂, 10 deg C, 1 h; 2.) -20 deg C, 2 h

4: 1.) bromine; 2.) triethylamine; 3.) NaHCO₃ / 1.) CH₂Cl₂, -40 deg C, 15 min; 2.) -30 deg C, CH₂Cl₂; 3.) acetone, water, overnight

5: trifluoroacetic acid, anisole / 0.33 h / Ambient temperature

With pyridine; methanol; phosphorus pentachloride; bromine; sodium hydrogencarbonate; methoxybenzene; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; dimethyl sulfoxide;
DOI:10.1248/cpb.28.2116

Reference yield:

: 62543-52-6
benzhydryl 7-thienylacetamido-3-thiobenzoylhydrazonomethylceph-3-em-4-carboxylate

: 62542-89-6
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-8-oxo-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / DDQ / dioxane / 0.5 h / Ambient temperature

2: 1.) pyridine, phosphorus pentachloride; 2.) methanol / 1.) CH₂Cl₂, 10 deg C, 1 h; 2.) -20 deg C, 2 h

3: 1.) bromine; 2.) triethylamine; 3.) NaHCO₃ / 1.) CH₂Cl₂, -40 deg C, 15 min; 2.) -30 deg C, CH₂Cl₂; 3.) acetone, water, overnight

4: trifluoroacetic acid, anisole / 0.33 h / Ambient temperature

With pyridine; methanol; phosphorus pentachloride; bromine; sodium hydrogencarbonate; methoxybenzene; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane;
DOI:10.1248/cpb.28.2116