(3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

Base Information

Chemical Name:(3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one
CAS No.:172851-39-7
Molecular Formula:C₂₃H₃₆FNO₄Si
Molecular Weight:437.627
Hs Code.:

Synonyms:(3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

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Chemical Property of (3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

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Technology Process of (3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

There total 6 articles about (3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)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: 94.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 172851-37-5
(3R,4S)-3-(triisopropylsilyloxy)-4-(4-fluorophenyl)azetidin-2-one

: 172851-39-7
(3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/0040-4020(95)00865-6

Reference yield:

: 39769-08-9,130632-07-4
N-(4-fluorobenzylidene)-4-methoxyaniline

: 172851-39-7
(3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / 1.) LDA / tetrahydrofuran / -85 - 20 °C

2: 78 percent / cerium(IV) ammonium nitrate / acetonitrile; H₂O / 5 h / -15 °C

3: 94 percent / DMAP, triethylamine / CH₂Cl₂ / Ambient temperature

With dmap; ammonium cerium(IV) nitrate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/0040-4020(95)00865-6

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 172851-39-7
(3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 45 percent / n-BuLi / hexane / 0.5 h / Ambient temperature

2: 100 percent / 1.) LDA / hexane; tetrahydrofuran / -85 - 20 °C

3: 94 percent / DMAP, triethylamine / CH₂Cl₂ / Ambient temperature

With dmap; n-butyllithium; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/0040-4020(95)00865-6