(S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate

Base Information

Chemical Name:(S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate
CAS No.:205491-16-3
Molecular Formula:C₂₅H₃₇NO₄Si
Molecular Weight:443.659
Hs Code.:

Synonyms:(S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate

Suppliers and Price of (S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate

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Technology Process of (S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate

There total 5 articles about (S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)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: 94.0%

: 205491-15-2
(S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In acetonitrile; Heating;
DOI:10.3987/com-97-s19

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 128427-10-1,156627-42-8
(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol

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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 - 45 ℃; for 48h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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