4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate

Base Information

• Chemical Name: 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate
• CAS No.: 85768-31-6
• Molecular Formula: C₃₄H₄₅ClN₂O₈S₂Si
• Molecular Weight: 737.41
• Mol file: 85768-31-6.mol

Synonyms:4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate

Chemical Property of 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate

There total 4 articles about 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate 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: 50.0%

pivaloyl chloride (3282-30-2) + Lithium; (Z)-2-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-ethylsulfanyl-4-oxo-azetidin-1-yl}-1-(4-chloro-phenoxy)-2-(4-nitro-benzyloxycarbonyl)-ethenethiolate → 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate (85768-31-6)

Guidance literature:

at -40 - 20 ℃;

DOI:10.1039/c39830001005

Reference yield:

4-chlorophenyl chlorothionoformate (937-64-4) → 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate (85768-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) base, 2.) LiN(SiMe₃)2 / 2.) -78 deg C to room temp.

2: 50 percent / -40 - 20 °C

With lithium hexamethyldisilazane;

DOI:10.1039/c39830001005

Reference yield:

4-nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthio-azetidin-2-on-1-yl]-acetate (85768-12-3) → 4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio propenoate (85768-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) base, 2.) LiN(SiMe₃)2 / 2.) -78 deg C to room temp.

2: 50 percent / -40 - 20 °C

With lithium hexamethyldisilazane;

DOI:10.1039/c39830001005

upstream raw materials:

pivaloyl chloride

4-chlorophenyl chlorothionoformate

4-nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthio-azetidin-2-on-1-yl]-acetate

Downstream raw materials:

4-Nitrobenzyl 2-[3(S)-{1(R)-hydroxyethyl}-4(S)-chloroazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio-propenoate

(5R,6S)-6-<(R)-1-Hydroxyethyl>-2-(4-chlorophenyl)oxypenem

4-Nitrobenzyl 2-[3(S)-{1(R)-dimethyl-(2-methylprop-2-yl)silyloxyethyl}-4(R)-chloroazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio-propenoate

4-Nitrobenzyl 2-[3(S)-{1(R)-hydroxyethyl}-4(R)-ethylthioazetidin-2-on-1-yl]-3-(4-chlorophenoxy)-3-trimethylacetylthio-propenoate