(3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

Base Information

Chemical Name:(3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one
CAS No.:957791-74-1
Molecular Formula:C₂₆H₄₇NO₄Si₂
Molecular Weight:493.834
Hs Code.:

Synonyms:(3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

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Chemical Property of (3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

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Technology Process of (3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

There total 8 articles about (3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)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: 72.0%

: 957791-44-5
(3R,4S)-3-hydroxy-4-(1,1-dimethyl-2-hydroxyethyl)-1-(4-methoxyphenyl)azetidin-2-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 957791-74-1
(3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 35 ℃; for 4h;
DOI:10.1016/j.tetasy.2007.08.012

Reference yield:

: 957791-54-7
(E)-N-(3-(benzyloxy)-2,2-dimethylpropylidene)-4-methoxybenzenamine

: 957791-74-1
(3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / triethylamine / CH₂Cl₂ / -10 - 20 °C

2: 48 percent / Amano PS lipase / aq. phosphate buffer; acetonitrile / 72 h / 20 °C / pH 7.5

3: 92 percent / aq. KOH / tetrahydrofuran / 2 h / 0 °C

4: 50 percent / ammonium formate / palladium on activated carbon / methanol / 0.33 h / Heating

5: 72 percent / imidazole / dimethylformamide / 4 h / 35 °C

With 1H-imidazole; potassium hydroxide; Amano PS Lipase; ammonium formate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetasy.2007.08.012

Reference yield:

: 865154-54-7
(3R,4S)-3-hydroxy-4-(2-benzyloxy-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

: 957791-74-1
(3R,4S)-3-(tert-butyldimethylsilanyloxy)-4-(2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / ammonium formate / palladium on activated carbon / methanol / 0.33 h / Heating

2: 72 percent / imidazole / dimethylformamide / 4 h / 35 °C

With 1H-imidazole; ammonium formate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2007.08.012