tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

Base Information

Chemical Name:tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate
CAS No.:1262890-48-1
Molecular Formula:C₂₀H₃₄ClNO₄Si
Molecular Weight:416.033
Hs Code.:

Synonyms:tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

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Chemical Property of tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

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Technology Process of tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

There total 5 articles about tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate 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%

: C₂₀H₃₂ClNO₃Si

: 1262890-48-1
tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

Guidance literature:: C₂₀H₃₂ClNO₃Si; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;
DOI:10.1080/00397910903534023

Reference yield:

: 587-04-2
m-Chlorobenzaldehyde

: 1262890-48-1
tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / Sonication; Reflux

2.1: triethylamine / dichloromethane / 0.17 h

2.2: Inert atmosphere

3.1: lithium hydroxide / water; acetonitrile / Reflux

4.1: chloroformic acid ethyl ester; triethylamine / acetone / 0.75 h

4.2: 2 h

5.1: dimethylsulfide borane complex / tetrahydrofuran / 20 °C / Inert atmosphere

5.2: 1.5 h / 0 - 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dimethylsulfide borane complex; chloroformic acid ethyl ester; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 4.1: Curtius rearrangement / 4.2: Curtius rearrangement;
DOI:10.1080/00397910903534023

Reference yield:

: 1038432-24-4
(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](3-chlorophenyl)methyl}prop-2-enoate

: 1262890-48-1
tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide / water; acetonitrile / Reflux

2.1: chloroformic acid ethyl ester; triethylamine / acetone / 0.75 h

2.2: 2 h

3.1: dimethylsulfide borane complex / tetrahydrofuran / 20 °C / Inert atmosphere

3.2: 1.5 h / 0 - 20 °C

With dimethylsulfide borane complex; chloroformic acid ethyl ester; triethylamine; lithium hydroxide; In tetrahydrofuran; water; acetone; acetonitrile; 2.1: Curtius rearrangement / 2.2: Curtius rearrangement;
DOI:10.1080/00397910903534023