(4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one

Base Information

Chemical Name:(4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one
CAS No.:135690-56-1
Molecular Formula:C₁₉H₂₇NO₃Si
Molecular Weight:345.514
Hs Code.:

Synonyms:(4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one

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Chemical Property of (4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one

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Technology Process of (4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one

There total 3 articles about (4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one 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: 76.0%

: 91939-52-5
(2S)-1-[(1,1-dimethylethyl)dimethylsilyl]-4-oxo-2-azetidinecarboxaldehyde

: 135690-95-8
Benzyl acetate

: 135690-56-1,135690-97-0
(Z)-3-[(S)-1-(tert-Butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-acrylic acid benzyl ester

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In toluene; at -22 - 0 ℃; for 1h;
DOI:10.1039/c39910000708

Reference yield: 65.0%

: 91939-52-5
(2S)-1-[(1,1-dimethylethyl)dimethylsilyl]-4-oxo-2-azetidinecarboxaldehyde

: 135690-95-8
Benzyl acetate

: 135690-56-1
(4S,1'Z)-1-tert-Butyldimethylsilyl-4-(2-benzyloxycarbonylethenyl)azetidin-2-one

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In toluene; at 0 ℃; for 1h;
DOI:10.1039/a900334g

Reference yield:

: 5437-45-6
Benzyl bromoacetate

: 135690-56-1,135690-97-0
(Z)-3-[(S)-1-(tert-Butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-acrylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) benzene, RT, 0.5 h, 2.) THF, 48 h

2: 76 percent / 18-c-6, K₂CO₃ / toluene / 1 h / -22 - 0 °C

With 18-crown-6 ether; sodium hydride; potassium carbonate; In toluene;
DOI:10.1039/c39910000708