benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Base Information

• Chemical Name: benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate
• CAS No.: 74708-01-3
• Molecular Formula: C₂₈H₂₇Cl₃N₂O₉S
• Molecular Weight: 673.955
• Mol file: 74708-01-3.mol

Synonyms:benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Chemical Property of benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

There total 4 articles about benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate 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: 30.0%

benzyl (2R)-2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-3-enoate (78549-42-5) → benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate (74708-01-3)

Guidance literature:

With triethylamine; In benzene; for 1.16667h; Ambient temperature;

DOI:10.1016/S0040-4020(01)97686-0

Reference yield:

benzyl 2-[2-oxo-3β-(2-phenoxyacetamido)-4β-{2-(2,2,2-trichloroethoxy-carbonyloxy)acetylthio}azetidin-1-yl]-3-methyl-3-butenoate → benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate (74708-01-3)

Guidance literature:

With triethylamine; In ethyl acetate; benzene;

Reference yield:

<<(Trichloroethoxy)carbonyl>oxy>acetyl Chloride (73884-79-4) → benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-2-enoate (74708-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.00 g / pyridine / CH₂Cl₂ / 0.25 h / -15 °C

2: 30 percent / Et₃N / benzene / 1.17 h / Ambient temperature

With pyridine; triethylamine; In dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)97686-0

upstream raw materials:

benzyl (2R)-2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-3-methylbut-3-enoate

<<(Trichloroethoxy)carbonyl>oxy>acetyl Chloride

(R)-2-[(2R)-2r-mercapto-4-oxo-3c-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

Downstream raw materials:

benzyl 2-((3R, 4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl)-glyoxylate

benzyl 7-phenoxyacetamido-2-oxoceph-3-em-4-carboxylate

Chloro-{(3R,4R)-2-oxo-3-(2-phenoxy-acetylamino)-4-[2-(2,2,2-trichloro-ethoxycarbonyloxy)-acetylsulfanyl]-azetidin-1-yl}-acetic acid benzyl ester

benzyl 2-[2-oxo-3β-(2-phenoxyacetamido)-4β-{2-(2,2,2-trichloroethoxycarbonyloxy)acetylthio}azetidin-1-yl]glycolate