(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Base Information

Chemical Name:(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:602302-24-9
Molecular Formula:C₂₅H₂₃NO₂S₂
Molecular Weight:433.595
Hs Code.:

Synonyms:(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

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Chemical Property of (3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

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Technology Process of (3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

There total 1 articles about (3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 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: 85.0%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 152615-80-0
(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine

: 602302-24-9
(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: (3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

S-Phenyl benzenethiosulfonate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/S0957-4166(03)00368-9

Reference yield:

: 602302-24-9
(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: (3R,8aS)-6-Benzenesulfonyl-3-phenyl-2,3,8,8a-tetrahydro-oxazolo[3,2-a]pyridin-5-one

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/S0957-4166(03)00368-9

Reference yield:

: 602302-24-9
(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: (3R,5aR,9aS,10aS)-5a-(benzenesulfonyl)-7,8-dimethyl-5-oxo-3-phenyl-2,3,9,9a,10,10a-hexahydro-6H-oxazolo[3,2-b]isoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaHCO₃; m-CPBA / CH₂Cl₂ / 3 h / 20 °C

2: 87 mg / CH₂Cl₂ / 22 h / 20 °C / 9000720 Torr

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2: Diels-Alder reaction;
DOI:10.1016/S0957-4166(03)00368-9