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

Base Information

Chemical Name:benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-2-triphenylphosphoranylideneacetate
CAS No.:74643-38-2
Molecular Formula:C₄₃H₃₆Cl₃N₂O₉PS
Molecular Weight:894.166
Hs Code.:

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

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

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

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

There total 9 articles about benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-2-triphenylphosphoranylideneacetate 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:

: 108-48-5
2,6-dimethylpyridine

: 73885-11-7,74643-16-6,74643-17-7
benzyl 2-[2-oxo-3β-(2-phenoxyacetamido)-4β-{2-(2,2,2-trichloroethoxycarbonyloxy)acetylthio}azetidin-1-yl]glycolate

: 74643-38-2
benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-2-triphenylphosphoranylideneacetate

Guidance literature:: With thionyl chloride; sodium chloride; sodium hydrogencarbonate; triphenylphosphine; In dichloromethane; ethyl acetate; benzene;

Reference yield:

: 73884-79-4
<<(Trichloroethoxy)carbonyl>oxy>acetyl Chloride

: 74643-38-2
benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-2-triphenylphosphoranylideneacetate

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 87 percent / O₃ / ethyl acetate / -78 °C

4: 1.88 g / 1.) Al-Hg; 2.) AcOH, H₂O / 5 °C / 1.) THF; 2.) 70 min

5: 1.) 2,6-lutidine; 2.) SOCl₂ / CH₂Cl₂ / 1.) -40 deg C; 2.) -40 -> -5 deg C, 30 min

6: 1.11 g / CH₂Cl₂ / 5.5 h / Heating

With pyridine; 2,6-dimethylpyridine; thionyl chloride; aluminium amalgam; water; ozone; acetic acid; triethylamine; In dichloromethane; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)97686-0

Reference yield:

: 68047-65-4
(R)-2-[(2R)-2r-mercapto-4-oxo-3c-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

: 74643-38-2
benzyl 2-<(3R,4R)-3-phenoxyacetamido-4-trichloroethoxycarbonyloxyacetylthio-2-oxoazetidin-1-yl>-2-triphenylphosphoranylideneacetate

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 87 percent / O₃ / ethyl acetate / -78 °C

4: 1.88 g / 1.) Al-Hg; 2.) AcOH, H₂O / 5 °C / 1.) THF; 2.) 70 min

5: 1.) 2,6-lutidine; 2.) SOCl₂ / CH₂Cl₂ / 1.) -40 deg C; 2.) -40 -> -5 deg C, 30 min

6: 1.11 g / CH₂Cl₂ / 5.5 h / Heating

With pyridine; 2,6-dimethylpyridine; thionyl chloride; aluminium amalgam; water; ozone; acetic acid; triethylamine; In dichloromethane; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)97686-0