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

Base Information

• Chemical Name: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-hydroxy-8-oxo-, diphenylmethyl ester, (6R,7R)-
• CAS No.: 51761-90-1
• Molecular Formula: C20H18N2O4S
• Molecular Weight: 382.44
• Mol file: 51761-90-1.mol

Synonyms:(6R,7R)-7-Amino-3-hydroxy-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester;

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

Chemical Property:

• Boiling Point: 608.9±55.0 °C(Predicted)
• PSA: 118.16000
• Density: 1.47±0.1 g/cm3(Predicted)
• LogP: 2.96940

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 3 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-hydroxy-8-oxo-, 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: 72.2%

C28H26N2O5S (51762-51-7,51820-24-7) → diphenylmethyl 7-amino-3-hydroxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (51761-90-1)

Guidance literature:

C₂₈H₂₆N₂O₅S; With phosphorus pentachloride; In dichloromethane; at -20 ℃; for 0.5h;

With pyridine; In dichloromethane; at -20 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Further stages;

Reference yield:

(6R)-7t-amino-3-methylene-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid benzhydryl ester; toluene-4-sulfonate (51761-85-4) → (6R)-7t-amino-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid benzhydryl ester (51761-90-1)

Guidance literature:

Multistep reaction; (i) O₂, O₃, CH₂Cl₂, (ii) Me₂S;

DOI:10.1002/hlca.19740570705

Reference yield:

→ diphenylmethyl 7-amino-3-hydroxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (51761-90-1)

Guidance literature:

7-Amino-3-exomethylencephamester-hydrochlorid, 1. Ozon (ueb. Ozonid), 2. SO2/HOH;

upstream raw materials:

C₂₈H₂₆N₂O₅S

(6R)-7t-amino-3-methylene-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid benzhydryl ester; toluene-4-sulfonate