4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

Base Information

Chemical Name:4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester
CAS No.:716369-34-5
Molecular Formula:C₂₇H₂₄N₂O₅Se
Molecular Weight:535.458
Hs Code.:

Synonyms:4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

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Chemical Property of 4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

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Technology Process of 4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

There total 7 articles about 4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl 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: 80.0%

: 62-23-7
4-nitro-benzoic acid

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

: 716369-34-5
4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -78 - 20 ℃; for 7h;
DOI:10.1039/b316502g

Reference yield:

: 7154-66-7
2-bromobenzoic acid chloride

: 716369-34-5
4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: 80 percent / PPh₃; DEAD / tetrahydrofuran / 7 h / -78 - 20 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 7.1: Mitsonobu inversion;
DOI:10.1039/b316502g

Reference yield:

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

: 716369-34-5
4-nitro-benzoic acid (1S)-{2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4R)-yl}-ethyl ester

Guidance literature:: Multi-step reaction with 6 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

6.1: 80 percent / PPh₃; DEAD / tetrahydrofuran / 7 h / -78 - 20 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 6.1: Mitsonobu inversion;
DOI:10.1039/b316502g