(3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Base Information

Chemical Name:(3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one
CAS No.:331473-33-7
Molecular Formula:C₂₁H₂₃NO₂
Molecular Weight:321.419
Hs Code.:

Synonyms:(3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

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Chemical Property of (3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

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Technology Process of (3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

There total 5 articles about (3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-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: 82.0%

: (3R,7R,8S,8aR)-8-Ethyl-5-oxo-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridine-6-carboxylic acid benzyl ester

: 331473-33-7
(3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Guidance literature:: (3R,7R,8S,8aR)-8-Ethyl-5-oxo-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridine-6-carboxylic acid benzyl ester; With hydrogen; palladium on activated charcoal; at 25 ℃;

In toluene; Further stages.; Heating;
DOI:10.1021/ol007010p

Reference yield:

: lithium phenylcyanocuprate

: 331473-33-7
(3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / tetrahydrofuran / 18 h / -78 °C

2.1: H₂ / Pd-C / 25 °C

2.2: 82 percent / toluene / Heating

With hydrogen; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/ol007010p

Reference yield:

: 194149-76-3
(3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 331473-33-7
(3R,7S,8S,8aR)-8-Ethyl-3,7-diphenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.83 h / -78 °C

2.1: O₂ / CH₂Cl₂ / -78 - 25 °C

3.1: 80 percent / tetrahydrofuran / 18 h / -78 °C

4.1: H₂ / Pd-C / 25 °C

4.2: 82 percent / toluene / Heating

With hydrogen; oxygen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol007010p