(R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester

Base Information

• Chemical Name: (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester
• CAS No.: 86649-11-8
• Molecular Formula: C₂₉H₃₀N₂O₅
• Molecular Weight: 486.568
• Mol file: 86649-11-8.mol

Synonyms:(R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester

Chemical Property of (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester

There total 2 articles about (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester 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: 88.0%

(2S,5R,6R)-benzhydryl 6-(2-phenoxyacetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate (52141-84-1) → (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester (86649-11-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); triphenylstannane; In benzene; for 14h; Heating;

Reference yield:

penicillin V potassium (132-98-9) + diazodiphenylmethane (908093-98-1) → (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-but-3-enoic acid benzhydryl ester (68267-25-4) + (R)-3-Methyl-2-[(S)-2-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-butyric acid benzhydryl ester (86649-11-8)

Guidance literature:

With nickel; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) H₂O, 15 min, 165 degC, 2.) CHCl₃, CH₂Cl₂, 3 h, room temp.;

DOI:10.1055/s-1983-30304

upstream raw materials:

(2S,5R,6R)-benzhydryl 6-(2-phenoxyacetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

penicillin V potassium

diazodiphenylmethane