1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

Base Information

Chemical Name:1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol
CAS No.:716369-33-4
Molecular Formula:C₂₀H₂₁NO₂Se
Molecular Weight:386.352
Hs Code.:

Synonyms:1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

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Chemical Property of 1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

Chemical Property:

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Technology Process of 1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

There total 5 articles about 1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol 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:

: 7154-66-7
2-bromobenzoic acid chloride

: 716369-33-4
1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 58 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 20 °C

2.1: 62 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

3.1: 71 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 2.5 h / 0 - 20 °C

4.1: 63 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

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

5.2: Se / CH₂Cl₂; pentane / 1 h / -78 - 0 °C

5.3: 54 percent / CH₂Cl₂; pentane / 1 h / 0 °C

6.1: 78 percent / acetic acid; TBAF / tetrahydrofuran / 1 h / 20 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; acetic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1039/b316502g

Reference yield:

: 716369-25-4
(2S)-(2-bromo-benzoylamino)-(3R)-hydroxy-butyric acid methyl ester

: 716369-33-4
1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 62 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

2.1: 71 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 2.5 h / 0 - 20 °C

3.1: 63 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

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

4.2: Se / CH₂Cl₂; pentane / 1 h / -78 - 0 °C

4.3: 54 percent / CH₂Cl₂; pentane / 1 h / 0 °C

5.1: 78 percent / acetic acid; TBAF / tetrahydrofuran / 1 h / 20 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; acetic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1039/b316502g

Reference yield:

: 716369-29-8
2-(2-bromo-phenyl)-(4R)-(triisopropyl-(R)-silanyloxymethyl)-4,5-dihydro-oxazole

: 716369-33-4
1R-{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethanol

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: Se / CH₂Cl₂; pentane / 1 h / -78 - 0 °C

1.3: 54 percent / CH₂Cl₂; pentane / 1 h / 0 °C

2.1: 78 percent / acetic acid; TBAF / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; tert.-butyl lithium; acetic acid; In tetrahydrofuran; pentane;
DOI:10.1039/b316502g