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

Base Information

Chemical Name:(6R,7R)-7-[(R)-2-Amino-2-(4-hydroxy-phenyl)-acetylamino]-3-(5-dimethylamino-[1,3,4]thiadiazol-2-yl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:62542-81-8
Molecular Formula:C₁₉H₂₀N₆O₅S₂
Molecular Weight:476.537
Hs Code.:

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

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

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

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

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

: 62542-81-8
(6R,7R)-7-[(R)-2-Amino-2-(4-hydroxy-phenyl)-acetylamino]-3-(5-dimethylamino-[1,3,4]thiadiazol-2-yl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic 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: 1-cyclohexyl-3-(2-morpholinoethyl)-carbodiimide metha-p-toluenesulfonate / tetrahydrofuran / 2 h / Ambient temperature

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

With pyridine; methanol; phosphorus pentachloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; methoxybenzene; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide;
DOI:10.1248/cpb.28.2116

Reference yield:

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

: 62542-81-8
(6R,7R)-7-[(R)-2-Amino-2-(4-hydroxy-phenyl)-acetylamino]-3-(5-dimethylamino-[1,3,4]thiadiazol-2-yl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic 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: 1-cyclohexyl-3-(2-morpholinoethyl)-carbodiimide metha-p-toluenesulfonate / tetrahydrofuran / 2 h / Ambient temperature

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

With pyridine; methanol; phosphorus pentachloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; methoxybenzene; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1248/cpb.28.2116

Reference yield:

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

: 62542-81-8
(6R,7R)-7-[(R)-2-Amino-2-(4-hydroxy-phenyl)-acetylamino]-3-(5-dimethylamino-[1,3,4]thiadiazol-2-yl)-8-oxo-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 / 0.17 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: 1-cyclohexyl-3-(2-morpholinoethyl)-carbodiimide metha-p-toluenesulfonate / tetrahydrofuran / 2 h / Ambient temperature

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

With pyridine; methanol; phosphorus pentachloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; methoxybenzene; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1248/cpb.28.2116