benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

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Chemical Name:benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate
CAS No.:74560-18-2
Molecular Formula:C₄₀H₃₇N₂O₇P
Molecular Weight:688.717
Hs Code.:

Synonyms:benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

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Chemical Property of benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

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Technology Process of benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

There total 10 articles about benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate 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:

: 74560-17-1
benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-phenoxyacetoxyethoxy)azetidin-1-yl]acetate

: 74560-18-2
benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

Guidance literature:: With sodium hydroxide; In methanol; for 0.25h; Yield given;
DOI:10.1021/jm00184a009

Reference yield:

: 72217-21-1,72217-22-2
2-[(S)-3-Amino-2-(2-hydroxy-ethoxy)-4-oxo-azetidin-1-yl]-3-methyl-but-2-enoic acid benzyl ester

: 74560-18-2
benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1.33 h / 0 °C

2: 1.) O₃, 2.) aq. NaHSO₃ / 1.) AcOEt, from -65 to 0 deg C, 2.) AcOEt

3: 9.46 g / Zn, AcOH / CH₂Cl₂ / 2 h / 5 °C

4: 2,6-lutidine, SOCl₂ / CH₂Cl₂ / 1 h / 0 °C

5: CH₂Cl₂ / 4 h / Heating

6: 1 N aq. NaOH / methanol / 0.25 h

With pyridine; 2,6-dimethylpyridine; sodium hydroxide; thionyl chloride; ozone; sodium hydrogensulfite; acetic acid; zinc; In methanol; dichloromethane;
DOI:10.1021/jm00184a009

Reference yield:

: 74280-93-6
1,2-secopenicillin tosylate

: 74560-18-2
benzyl 2-triphenylphosphoranylidene-2-[2-oxo-3β-phenoxyacetamido-4β-(2-hydroxyethoxy)azetidin-1-yl]acetate

Guidance literature:: Multi-step reaction with 8 steps

1: 65 percent / Cl₂ / CH₂Cl₂; CCl₄ / 1 h / -65 °C

2: AgBF₄ / CH₂Cl₂ / 2.08 h / -45 - 0 °C

3: pyridine / 1.33 h / 0 °C

4: 1.) O₃, 2.) aq. NaHSO₃ / 1.) AcOEt, from -65 to 0 deg C, 2.) AcOEt

5: 9.46 g / Zn, AcOH / CH₂Cl₂ / 2 h / 5 °C

6: 2,6-lutidine, SOCl₂ / CH₂Cl₂ / 1 h / 0 °C

7: CH₂Cl₂ / 4 h / Heating

8: 1 N aq. NaOH / methanol / 0.25 h

With pyridine; 2,6-dimethylpyridine; sodium hydroxide; silver tetrafluoroborate; thionyl chloride; chlorine; ozone; sodium hydrogensulfite; acetic acid; zinc; In methanol; tetrachloromethane; dichloromethane;
DOI:10.1021/jm00184a009