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

Base Information

• Chemical Name: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[[(2-propenyloxy)carbonyl]amino]-, diphenylmethyl ester, (6R,7R)-
• CAS No.: 805231-42-9
• Molecular Formula: C27H26N2O7S
• Molecular Weight: 522.579

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

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

There total 3 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[[(2-propenyloxy)carbonyl]amino]-, 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: 89.0%

benzhydryl 7-aminocephalosporanate (27266-61-1,54600-89-4) + Allyl chloroformate (2937-50-0) → benzhydryl 7-(allyloxycarbonylamino)cephalosporinate (805231-42-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 4.5h;

DOI:10.1021/jo048970i

Reference yield:

7-Aminocephalosporanic acid (957-68-6) → benzhydryl 7-(allyloxycarbonylamino)cephalosporinate (805231-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / CH₂Cl₂ / 72 h / 20 °C

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

With pyridine; dmap; In dichloromethane;

DOI:10.1021/jo048970i

Reference yield:

diazodiphenylmethane (908093-98-1) → benzhydryl 7-(allyloxycarbonylamino)cephalosporinate (805231-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / CH₂Cl₂ / 72 h / 20 °C

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

With pyridine; dmap; In dichloromethane;

DOI:10.1021/jo048970i

upstream raw materials:

benzhydryl 7-aminocephalosporanate

Allyl chloroformate

7-Aminocephalosporanic acid

diazodiphenylmethane

Downstream raw materials:

(6R,7R)-7-Allyloxycarbonylamino-3-[4-((R)-3-ethyl-2,6-dioxo-piperidin-3-yl)-phenylcarbamoyloxymethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R,7R)-7-Amino-3-[4-((R)-3-ethyl-2,6-dioxo-piperidin-3-yl)-phenylcarbamoyloxymethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(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

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

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