(6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

Base Information

Chemical Name:(6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid
CAS No.:76139-59-8
Molecular Formula:C₂HF₃O₂*C₁₉H₁₉N₅O₅S₂
Molecular Weight:575.546
Hs Code.:

(6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

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Chemical Property of (6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

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Technology Process of (6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

There total 6 articles about (6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic 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:

: 62543-14-0
benzhydryl 3-(5-dimethylamino-1,3,4-thiadiazol-2-yl)-7-thienylacetamidoceph-3-em-4-carboxylate

: 76139-59-8
(6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2: CH₂Cl₂ / 15 h / Ambient temperature

3: 1.) 0 deg C, 10 min; 2.) RT, 20 min

With pyridine; methanol; phosphorus pentachloride; In dichloromethane;
DOI:10.1248/cpb.28.2116

Reference yield:

: 62543-12-8
benzhydryl 3-(4,4-dimethylaminothiocarbonylhydrazonomethyl)-7-thienylacetamidoceph-3-em-4-carboxylate

: 76139-59-8
(6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / DDQ / dioxane / 0.17 h / Ambient temperature; further reag., and time

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

3: CH₂Cl₂ / 15 h / Ambient temperature

4: 1.) 0 deg C, 10 min; 2.) RT, 20 min

With pyridine; methanol; phosphorus pentachloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; dichloromethane;
DOI:10.1248/cpb.28.2116

Reference yield:

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

: 76139-59-8
(6R,7R)-3-(5-Dimethylamino-[1,3,4]thiadiazol-2-yl)-7-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / dimethylsulfoxide / 0.5 h / Ambient temperature

2: 90 percent / DDQ / dioxane / 0.17 h / Ambient temperature; further reag., and time

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

4: CH₂Cl₂ / 15 h / Ambient temperature

5: 1.) 0 deg C, 10 min; 2.) RT, 20 min

With pyridine; methanol; phosphorus pentachloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.28.2116