(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester

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Chemical Name:(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester
CAS No.:229032-21-7
Molecular Formula:C₂₄H₃₇NO₇Si
Molecular Weight:479.646
Hs Code.:
Mol file:229032-21-7.mol

Synonyms:(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester

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Chemical Property of (S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester Edit

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Technology Process of (S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester

There total 2 articles about (S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester 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: 69.0%

: 157427-91-3
[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester

: 174563-62-3
(S)-(+)-2,2-dimethyl-5-oxo-1,3-dioxolane-4-acetic chloride

: 229032-21-7
(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester

Guidance literature:: [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - -20 ℃;

With trimethyltin(IV)chloride; In tetrahydrofuran; pentane; for 0.333333h; cooling;

(S)-(+)-2,2-dimethyl-5-oxo-1,3-dioxolane-4-acetic chloride; dichloro bis(acetonitrile) palladium(II); In toluene; at 20 ℃; for 4h;
DOI:10.1016/j.tetasy.2006.09.005

Reference yield:

: 113278-68-5,114458-03-6,119618-59-6,73991-95-4
2-[(4S)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid

: 229032-21-7
(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethylformamide; oxalyl chloride / CH₂Cl₂ / 0.5 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / -78 - -20 °C

2.2: trimethyltin chloride / tetrahydrofuran; pentane / 0.33 h / cooling

2.3: 69 percent / PdCl₂(CH₃CN)2 / toluene / 4 h / 20 °C

With oxalyl dichloride; tert.-butyl lithium; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; pentane; 2.3: Stille cross-coupling;
DOI:10.1016/j.tetasy.2006.09.005