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

Base Information

Chemical Name:(3R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-6-(phenylselenyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:1273047-73-6
Molecular Formula:C₂₉H₂₉NO₄Se
Molecular Weight:534.514
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 1 articles about (3R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-6-(phenylselenyl)-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: 62.0%

: 5707-04-0
Phenylselenyl chloride

: 501-53-1,94274-21-2
benzyl chloroformate

: 194149-77-4
(3R,8R,8aS)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 1273047-73-6
(3R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-6-(phenylselenyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: (3R,8R,8aS)-8-ethyl-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 1.5h;

benzyl chloroformate; In tetrahydrofuran; at -78 ℃; for 2h;

Phenylselenyl chloride; In tetrahydrofuran; for 2h;
DOI:10.1002/ejoc.201001020

Reference yield:

: 1273047-73-6
(3R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-6-(phenylselenyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 1273047-82-7
(3R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-3,5,8,8atetrahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: With ozone; In dichloromethane; at -78 - 25 ℃;
DOI:10.1002/ejoc.201001020

Reference yield:

: 1273047-73-6
(3R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-6-(phenylselenyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 1273047-41-8
(3R,7R,8R,8aS)-8-ethyl-7-[2-(2-indolyl)-2-oxoethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: ozone / dichloromethane / -78 - 25 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

2.2: 20 h / -78 - 20 °C

3.1: hydrogen; palladium(II) hydroxide / ethyl acetate / 24 h / 20 °C / 760.05 Torr

3.2: 16 h / Reflux

With hydrogen; palladium(II) hydroxide; ozone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.201001020