[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester
CAS No.:669057-34-5
Molecular Formula:C₂₅H₃₄BrN₃O₃S₂Si
Molecular Weight:596.685
Hs Code.:

[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

There total 5 articles about [1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-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: 75.0%

: 4175-77-3
2,4-dibromo-1,3-thiazole

: 669057-33-4
(-)-(1S,2R)-[1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethyl]-carbamic acid t-butyl ester

: 669057-34-5
[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: (-)-(1S,2R)-[1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethyl]-carbamic acid t-butyl ester; With tert.-butyl lithium; zinc(II) chloride; In tetrahydrofuran; at -78 ℃;

2,4-dibromo-1,3-thiazole; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1055/s-2003-43361

Reference yield:

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

: 669057-34-5
[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / CH₂Cl₂ / 16 h / 20 °C

2.1: ZnCl₂; t-BuLi / tetrahydrofuran; pentane / 0.33 h / -78 °C

2.2: 60 percent / bis(triphenylphosphine)palladium(II) chloride / tetrahydrofuran; pentane / 16 h / 20 °C

With tert.-butyl lithium; zinc(II) chloride; In tetrahydrofuran; dichloromethane; pentane; 2.2: Negishi coupling reaction;
DOI:10.1021/jo060462g

Reference yield:

: 120390-75-2
(R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile

: 669057-34-5
[1-(4-bromo-[2,4']bithiazolyl-2'-yl)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: i-PrMgBr / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

1.2: diethyl ether; tetrahydrofuran / 1 h / 0 - 20 °C

2.1: 2.55 g / NaBH₄ / diethyl ether; tetrahydrofuran; ethanol / -78 - 20 °C

3.1: 94 percent / CH₂Cl₂ / 16 h / 20 °C

4.1: ZnCl₂; t-BuLi / tetrahydrofuran; pentane / 0.33 h / -78 °C

4.2: 60 percent / bis(triphenylphosphine)palladium(II) chloride / tetrahydrofuran; pentane / 16 h / 20 °C

With sodium tetrahydroborate; tert.-butyl lithium; isopropylmagnesium bromide; zinc(II) chloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; pentane; 4.2: Negishi coupling reaction;
DOI:10.1021/jo060462g