(E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester

Base Information

• Chemical Name: (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester
• CAS No.: 180629-42-9
• Molecular Formula: C₂₀H₂₄N₂O₇S
• Molecular Weight: 436.486
• Mol file: 180629-42-9.mol

Synonyms:(E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester

Chemical Property of (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester

There total 1 articles about (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl 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: 85.0%

tert-butyl-3-methyl-7-phenoxyacetamido-2-cephem-4-carboxylate (24647-38-9) → tert-butyl-3-methyl-7-phenoxyacetamido-3-cephem-4-carboxylate-1-oxide (24647-51-6) + (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester (180629-42-9)

Guidance literature:

With ozone; In dichloromethane; at -20 ℃; for 0.333333h;

DOI:10.1016/0040-4020(96)00555-8

Reference yield: 72.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester (180629-42-9) → (E)-2-[(2S,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methoxy-but-2-enoic acid tert-butyl ester

Guidance literature:

With potassium hydroxide; In diethyl ether; dichloromethane; at 25 ℃;

DOI:10.1016/0040-4020(96)00555-8

Reference yield: 53.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-hydroxy-but-2-enoic acid tert-butyl ester (180629-42-9) → (E)-2-[(2R,3R)-2-Formylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methoxy-but-2-enoic acid tert-butyl ester

Guidance literature:

In diethyl ether; dichloromethane; at 25 ℃;

DOI:10.1016/0040-4020(96)00555-8

upstream raw materials:

tert-butyl-3-methyl-7-phenoxyacetamido-2-cephem-4-carboxylate