5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-thioxo-, diphenylmethyl ester, (6R,7S)-

Base Information

Chemical Name:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-thioxo-, diphenylmethyl ester, (6R,7S)-
CAS No.:655239-38-6
Molecular Formula:C26H28N2O4S2
Molecular Weight:496.651
Hs Code.:

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-thioxo-,
diphenylmethyl ester, (6R,7S)-

Synonyms:

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Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-thioxo-, diphenylmethyl ester, (6R,7S)-

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Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-thioxo-, diphenylmethyl ester, (6R,7S)-

There total 4 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-thioxo-, diphenylmethyl ester, (6R,7S)- 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: 74.0%

: 77359-58-1
(6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

: 655239-38-6
(6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Guidance literature:: With Lawessons reagent; In toluene; at 100 ℃; for 20h;
DOI:10.1021/jo035471t

Reference yield:

: 22252-43-3,26395-99-3,70287-30-8,72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 655239-38-6
(6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / sodium hydrogen carbonate / H₂O; dioxane / 20 °C

2: 50 percent / CH₂Cl₂ / 2 h

3: 74 percent / Lawesson's reagent / toluene / 20 h / 100 °C

With Lawessons reagent; sodium hydrogencarbonate; In 1,4-dioxane; dichloromethane; water; toluene;
DOI:10.1021/jo035471t

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 655239-38-6
(6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / sodium hydrogen carbonate / H₂O; dioxane / 20 °C

2: 50 percent / CH₂Cl₂ / 2 h

3: 74 percent / Lawesson's reagent / toluene / 20 h / 100 °C

With Lawessons reagent; sodium hydrogencarbonate; In 1,4-dioxane; dichloromethane; water; toluene;
DOI:10.1021/jo035471t