{(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester
CAS No.:205491-09-4
Molecular Formula:C₃₃H₅₃NO₃Si
Molecular Weight:539.874
Hs Code.:

Synonyms:{(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

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Chemical Property of {(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

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Technology Process of {(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

There total 9 articles about {(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-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: 92.0%

: 3314-49-6
octyllithium

: 205491-17-4
Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester

: 205491-09-4
{(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In diethyl ether; at -35 ℃; for 2h;
DOI:10.3987/com-97-s19

Reference yield: 73.0%

: 17049-49-9
octylmagnesium bromide

: 205491-16-3
(S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate

: 205491-09-4
{(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

Guidance literature:: With copper(I) bromide dimethylsulfide complex;
DOI:10.3987/com-97-s19

Reference yield:

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

: 205491-09-4
{(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / 0.5M aq.Na₂CO₃ / dioxane / Ambient temperature

2: 1.) N-hydroxysuccinimide, DCC; 2.) NaBH₄ / 1.) CH₂Cl₂, r.t., 3 h; 2.) THF, EtOH, 0 deg C, 15 min

3: p-TsOH / CH₂Cl₂ / Ambient temperature

4: LiAlH₄ / diethyl ether / 0.33 h / 0 °C

5: imidazole / CH₂Cl₂ / Ambient temperature

6: 94 percent / PdCl₂(MeCN)2 / acetonitrile / Heating

7: 73 percent / CuBr*SMe₂

With 1H-imidazole; dichloro bis(acetonitrile) palladium(II); sodium tetrahydroborate; 1-hydroxy-pyrrolidine-2,5-dione; lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; sodium carbonate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane; diethyl ether; dichloromethane; acetonitrile;
DOI:10.3987/com-97-s19