2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

Base Information

Chemical Name:2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol
CAS No.:716369-48-1
Molecular Formula:C₂₂H₂₅NO₂Se
Molecular Weight:414.406
Hs Code.:

Synonyms:2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

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Chemical Property of 2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

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Technology Process of 2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

There total 8 articles about 2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol 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: 53.0%

: 716369-46-9
(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazole

: 716369-48-1
2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b316502g

Reference yield:

: 7154-66-7
2-bromobenzoic acid chloride

: 716369-48-1
2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: 91 percent / DAST / CH₂Cl₂ / 1 h / -78 °C

3.1: 74 percent / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

4.1: 58 percent / NaBH₄ / methanol / 0.5 h / 20 °C

5.1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

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

6.2: Se / tetrahydrofuran; pentane / 2 h / -78 - 0 °C

6.3: 71 percent / tetrahydrofuran; pentane / 1 h / 0 °C

7.1: 53 percent / TBAF; AcOH / CH₂Cl₂; tetrahydrofuran / 1 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; tert.-butyl lithium; acetic acid; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane;
DOI:10.1039/b316502g

Reference yield:

: 4392-24-9
Cinnamyl bromide

: 716369-48-1
2-methyl-1-{2-[(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-propan-(1S)-ol

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: Se / tetrahydrofuran; pentane / 2 h / -78 - 0 °C

1.3: 71 percent / tetrahydrofuran; pentane / 1 h / 0 °C

2.1: 53 percent / TBAF; AcOH / CH₂Cl₂; tetrahydrofuran / 1 h / 20 °C

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