(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

Base Information

Chemical Name:(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole
CAS No.:716369-15-2
Molecular Formula:C₂₅H₃₃NO₂SeSi
Molecular Weight:486.588
Hs Code.:

Synonyms:(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

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Chemical Property of (4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

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Technology Process of (4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

There total 6 articles about (4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole 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: 71.0%

: 4392-24-9
Cinnamyl bromide

: 716369-19-6
2-(2-bromo-phenyl)-(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-4,5-dihydro-oxazole

: 716369-15-2
(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

Guidance literature:: 2-(2-bromo-phenyl)-(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-4,5-dihydro-oxazole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

With selenium; In tetrahydrofuran; pentane; at -78 - 0 ℃; for 1h;

Cinnamyl bromide; In tetrahydrofuran; pentane; at 0 ℃; for 1h;
DOI:10.1039/b316502g

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 716369-15-2
(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

2.1: 62 percent / LiAlH₄ / CH₂Cl₂ / 2 h / 0 °C

3.1: 72 percent / DMAP; Et₃N; TsCl / CH₂Cl₂ / 12 h / 20 °C

4.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

4.2: Se / tetrahydrofuran; pentane / 1 h / -78 - 0 °C

4.3: 71 percent / tetrahydrofuran; pentane / 1 h / 0 °C

With dmap; lithium aluminium tetrahydride; tert.-butyl lithium; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1039/b316502g

Reference yield:

: 7154-66-7
2-bromobenzoic acid chloride

: 716369-15-2
(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: 72 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2.1: 70 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

3.1: 62 percent / LiAlH₄ / CH₂Cl₂ / 2 h / 0 °C

4.1: 72 percent / DMAP; Et₃N; TsCl / CH₂Cl₂ / 12 h / 20 °C

5.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

5.2: Se / tetrahydrofuran; pentane / 1 h / -78 - 0 °C

5.3: 71 percent / tetrahydrofuran; pentane / 1 h / 0 °C

With dmap; lithium aluminium tetrahydride; tert.-butyl lithium; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1039/b316502g