((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester

Base Information

• Chemical Name: ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester
• CAS No.: 124603-40-3
• Molecular Formula: C₂₁H₂₅NO₃SSi
• Molecular Weight: 399.586

Synonyms:((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester

Chemical Property of ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester

There total 2 articles about ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl 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:

(4R)-4-phenylthio-2-azetidinone (85270-00-4) → ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester (124603-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA

With lithium diisopropyl amide;

DOI:10.1021/ja00160a069

Reference yield:

(3S,4R)-3-(trimethylsilyl)-4-(phenylthio)-2-azetidinone (100188-51-0) + Benzyl bromoacetate (5437-45-6) → ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester (124603-40-3)

Guidance literature:

DOI:10.1021/ja00160a069

Reference yield: 70.0%

((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester (124603-40-3) → C15H20(2)HNO3Si (124603-41-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tributyltin deuteride; In benzene; for 6h; Heating;

DOI:10.1021/ja00160a069

upstream raw materials:

(3S,4R)-3-(trimethylsilyl)-4-(phenylthio)-2-azetidinone

Benzyl bromoacetate

(4R)-4-phenylthio-2-azetidinone

Downstream raw materials:

C₁₅H₂₀⁽²⁾HNO₃Si

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