(1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Base Information

• Chemical Name: (1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone
• CAS No.: 101905-27-5
• Molecular Formula: C₁₉H₂₉NO₂Si
• Molecular Weight: 331.53

Synonyms:(1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Chemical Property of (1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Chemical Property:

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Technology Process of (1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone

There total 12 articles about (1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone 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: 97.0%

(1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (101905-26-4) → (1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone (101905-27-5)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at -20 ℃; for 0.333333h;

DOI:10.1039/c39850001433

Reference yield: 95.0%

(1'R*,3R*,4S*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)azetidin-2-one (106399-98-8) → (1'R*,3R*,4S*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-4-(2'-phenylethenyl)-azetidin-2-one (101905-27-5,101977-81-5,115404-44-9)

Guidance literature:

In water; acetonitrile; anodic dearylation;

DOI:10.1016/S0040-4039(00)80334-2

Reference yield: 93.0%

(1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (101905-26-4) → (1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-4-(2'-phenylethenyl)-2-azetidinone (101905-27-5) + (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-hydroxy-phenyl)-4-((E)-styryl)-azetidin-2-one

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at -20 ℃; Yields of byproduct given;

DOI:10.1021/ja00238a023

upstream raw materials:

(1'R*,3R*,4S*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)azetidin-2-one

tert-butyldimethylsilyl chloride

(1'R,3S,4R)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

(E)-3-phenylpropenal

Downstream raw materials:

(1'S,3S,4R)-3-(1'-Hydroxyethyl)-4-(2'-phenylethenyl)-azetidin-2-one

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