{(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl ester

Base Information

• Chemical Name: {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl ester
• CAS No.: 94615-35-7
• Molecular Formula: C₅₂H₆₂NO₇PSSi₂
• Molecular Weight: 932.278

Synonyms:

Chemical Property of {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl ester

There total 6 articles about {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl 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:

(2R,6R,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methylene-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid methyl ester (94615-38-0,94902-00-8) → {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 2-oxo-propyl ester (94615-35-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.) triethylamine / 1.) toluene, 5h, reflux; 2.) 3h, r.t.

2: 2.) PPh₃ / 1.) CH₂Cl₂; 2.) 1h, r.t.

3: 2.) Zn / 1.) -70 deg C, CH₂Cl₂; 2.) r.t., AcOH

4: SOCl₂ / pyridine

5: silica

With thionyl chloride; silica gel; triethylamine; triphenylphosphine; zinc; In pyridine;

DOI:10.1016/S0040-4039(01)90213-8

Reference yield:

(3S,4R)-4-(Benzothiazol-2-yldisulfanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methyl-2-oxo-2,5-dihydro-furan-3-yl)-azetidin-2-one (94615-30-2) → {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 2-oxo-propyl ester (94615-35-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) PPh₃ / 1.) CH₂Cl₂; 2.) 1h, r.t.

2: 2.) Zn / 1.) -70 deg C, CH₂Cl₂; 2.) r.t., AcOH

3: SOCl₂ / pyridine

4: silica

With thionyl chloride; silica gel; triphenylphosphine; zinc; In pyridine;

DOI:10.1016/S0040-4039(01)90213-8

Reference yield:

(tert-Butyl-diphenyl-silanyloxy)-thioacetic acid S-[(2R,3S)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl] ester (94615-32-4) → {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 2-oxo-propyl ester (94615-35-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) Zn / 1.) -70 deg C, CH₂Cl₂; 2.) r.t., AcOH

2: SOCl₂ / pyridine

3: silica

With thionyl chloride; silica gel; zinc; In pyridine;

DOI:10.1016/S0040-4039(01)90213-8

upstream raw materials:

triphenylphosphine

(2R,6R,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methylene-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid methyl ester

(3S,4R)-4-(Benzothiazol-2-yldisulfanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methyl-2-oxo-2,5-dihydro-furan-3-yl)-azetidin-2-one

(tert-Butyl-diphenyl-silanyloxy)-thioacetic acid S-[(2R,3S)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl] ester

Downstream raw materials:

(5R,6S)-6-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxymethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2-oxo-propyl ester

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