(2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

Base Information

Chemical Name:(2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one
CAS No.:360558-47-0
Molecular Formula:C₂₄H₂₆FNO₃
Molecular Weight:395.474
Hs Code.:

Synonyms:(2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

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Chemical Property of (2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

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Technology Process of (2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

There total 4 articles about (2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one 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:

: 360562-74-9
(2S,3R,4S)-2-Benzyl-5-chloro-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-4-hydroxy-pentan-1-one

: 360558-47-0
(2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.75h;
DOI:10.1021/ja010113y

Reference yield:

: 360558-40-3
(2R,3S)-3-Benzyl-4-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-fluoro-4-oxo-butyric acid

: 360558-47-0
(2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / benzene; methanol; hexane / 0.5 h / 23 °C

2: 89 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 23 °C

3: NaBH₄ / ethanol / 25 h / -70 - 0 °C

4: 818 mg / t-BuOK / tetrahydrofuran / 0.75 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; methanol; ethanol; hexane; benzene;
DOI:10.1021/ja010113y

Reference yield:

: 360558-41-4
(2R,3S)-3-Benzyl-4-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-fluoro-4-oxo-butyric acid methyl ester

: 360558-47-0
(2S,3R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-fluoro-3-(R)-oxiranyl-propan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 23 °C

2: NaBH₄ / ethanol / 25 h / -70 - 0 °C

3: 818 mg / t-BuOK / tetrahydrofuran / 0.75 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; ethanol; hexane;
DOI:10.1021/ja010113y