5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[[(2-propenyloxy)carbonyl]amino]-3-[[[(1,2,2,2-tetrachloroethoxy )carbonyl]oxy]methyl]-, diphenylmethyl ester, (6R,7R)-

Base Information

Chemical Name:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[[(2-propenyloxy)carbonyl]amino]-3-[[[(1,2,2,2-tetrachloroethoxy )carbonyl]oxy]methyl]-, diphenylmethyl ester, (6R,7R)-
CAS No.:805231-36-1
Molecular Formula:C28H24Cl4N2O8S
Molecular Weight:690.385
Hs Code.:

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
8-oxo-7-[[(2-propenyloxy)carbonyl]amino]-3-[[[(1,2,2,2-tetrachloroethoxy
)carbonyl]oxy]methyl]-, diphenylmethyl ester, (6R,7R)-

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

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

There total 6 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[[(2-propenyloxy)carbonyl]amino]-3-[[[(1,2,2,2-tetrachloroethoxy )carbonyl]oxy]methyl]-, diphenylmethyl ester, (6R,7R)- 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: 78.0%

: 98015-53-3
1,2,2,2-tetrachloroethyl chloroformate

: 129543-55-1
(6R,7R)-7-Allyloxycarbonylamino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

: 805231-36-1
(6R,7R)-7-Allyloxycarbonylamino-8-oxo-3-(1,2,2,2-tetrachloro-ethoxycarbonyloxymethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; for 4.5h;
DOI:10.1021/jo048970i

Reference yield:

: 27266-61-1,54600-89-4
benzhydryl 7-aminocephalosporanate

: 805231-36-1
(6R,7R)-7-Allyloxycarbonylamino-8-oxo-3-(1,2,2,2-tetrachloro-ethoxycarbonyloxymethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / pyridine; DMAP / CH₂Cl₂ / 4.5 h

2: 74 percent / trifluoroacetic acid; trifluoroacetic anhydride / CH₂Cl₂ / 0.17 h / 0 °C

3: aqueous ammonia; acetylesterase; ammonium sulfate / 2 h / 20 °C / pH 6.4 - 6.7

4: ethyl acetate

5: 78 percent / pyridine; DMAP / CH₂Cl₂ / 4.5 h

With pyridine; dmap; ammonium hydroxide; ammonium sulfate; acetylesterase; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; ethyl acetate;
DOI:10.1021/jo048970i

Reference yield:

: 957-68-6
7-Aminocephalosporanic acid

: 805231-36-1
(6R,7R)-7-Allyloxycarbonylamino-8-oxo-3-(1,2,2,2-tetrachloro-ethoxycarbonyloxymethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / CH₂Cl₂ / 72 h / 20 °C

2: 89 percent / pyridine; DMAP / CH₂Cl₂ / 4.5 h

3: 74 percent / trifluoroacetic acid; trifluoroacetic anhydride / CH₂Cl₂ / 0.17 h / 0 °C

4: aqueous ammonia; acetylesterase; ammonium sulfate / 2 h / 20 °C / pH 6.4 - 6.7

5: ethyl acetate

6: 78 percent / pyridine; DMAP / CH₂Cl₂ / 4.5 h

With pyridine; dmap; ammonium hydroxide; ammonium sulfate; acetylesterase; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; ethyl acetate;
DOI:10.1021/jo048970i