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

Base Information

Chemical Name:(1'R,3S,4S)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone
CAS No.:101977-80-4
Molecular Formula:C₂₆H₃₅NO₃Si
Molecular Weight:437.654
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 13 articles about (1'R,3S,4S)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-1-(4'-methoxyphenyl)-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: 52.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (R)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

: 106399-98-8
(1'R*,3R*,4S*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)azetidin-2-one

: 101905-26-4,101977-80-4,101977-83-7,101977-84-8,102129-92-0,106399-59-1,106399-60-4,106399-64-8,106399-65-9,106399-98-8,106399-99-9,115404-42-7,141781-32-0
(1'R*,3R*,4R*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)azetidin-2-one

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 40h;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: (1'R,3S)-3-(1'-hydroxyethyl)-1-(4'-methoxypentenyl)-4-(2'-phenylethenyl)-2-azetidinone

: 101977-80-4
(1'R,3S,4S)-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>-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 22h; Yield given. Yields of byproduct given;
DOI:10.1021/ja00238a023

Reference yield:

: 205525-21-9
(1'S,3S)-3-(1'-hydroxyethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

: 101977-80-4
(1'R,3S,4S)-3-<1'-((tert-butyldimethylsilyl)oxy)ethyl>-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: PPh₃, diethyl azodicarboxylate / tetrahydrofuran / 1.5 h

2: HCl / methanol / 15 h / Ambient temperature

3: imidazole / dimethylformamide / 15 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1039/c39850001433