(S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

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Chemical Name:(S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one
CAS No.:663169-50-4
Molecular Formula:C₂₃H₃₅NO₅Si
Molecular Weight:433.62
Hs Code.:

Synonyms:(S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

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Chemical Property of (S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

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Technology Process of (S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

There total 5 articles about (S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)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: 51.0%

: 119478-74-9
(S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone

: 663169-49-1
N-(4-methoxybenzyloxy)azetidin-2-one

: 663169-50-4
(S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

: 663169-51-5
(R)-3-[(1S,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

Guidance literature:: N-(4-methoxybenzyloxy)azetidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

(S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone; In tetrahydrofuran; at -78 ℃; for 0.5h; Reagent/catalyst; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.joc.6b01585

Reference yield:

: (3aS,7aR)-2,2-Dimethyl-3a,7a-dihydro-4H-benzo[1,3]dioxol-5-one

: 663169-50-4
(S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen / palladium(II) hydroxide on carbon

1.2: 1,8-diazabicyclo[5.4.0]undec-7-ene / Heating

2.1: potassium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

2.2: tetrahydrofuran / -78 °C

With hydrogen; potassium hexamethylsilazane; palladium dihydroxide; In tetrahydrofuran;
DOI:10.1002/anie.200502015

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 663169-50-4
(S)-3-[(1R,4S)-4-(tert-butyldimethylsilanoxy)-1-hydroxycyclohex-2-enyl]-1-(4-methoxybenzyloxy)azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen / palladium(II) hydroxide on carbon

1.2: 1,8-diazabicyclo[5.4.0]undec-7-ene / Heating

2.1: potassium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

2.2: tetrahydrofuran / -78 °C

With hydrogen; potassium hexamethylsilazane; palladium dihydroxide; In tetrahydrofuran;
DOI:10.1002/anie.200502015