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

Base Information

Chemical Name:(3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:1190081-87-8
Molecular Formula:C₂₅H₂₇NO₄
Molecular Weight:405.494
Hs Code.:

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

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

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

There total 1 articles about (3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-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: 90.0%

: 1826-67-1
vinyl magnesium bromide

: 331473-26-8
8-ethyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine-6-carboxylic acid benzyl ester

: 1190081-87-8
(3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: With copper(l) iodide; chloro-trimethyl-silane; lithium chloride; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/ol901704f

Reference yield: 84.0%

: 1190081-87-8
(3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 958238-20-5
Ethyl 3'-<1-(phenylsulfonyl)-3-(bromomethyl)indol-2-yl>acrylate

: 1202382-28-2
(3R,6R,7R,8S,8aR)-6-[(1-benzenesulfonyl-2-((E)-2-(ethoxycarbonyl)-vinyl)-3-indolyl)methyl]-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: (3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

Ethyl 3'-<1-(phenylsulfonyl)-3-(bromomethyl)indol-2-yl>acrylate; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; stereoselective reaction;
DOI:10.1021/jo902346j

Reference yield: 75.0%

: 1169833-46-8
1-(benzenesulfonyl)-3-(bromomethyl)indole-2-carbaldehyde

: 1190081-87-8
(3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 1202382-30-6
(3R,6R,7R,8S,8aR)-6-[(1-benzenesulfonyl-2-formyl-3-indolyl)-methyl]-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: (3R,7R,8S,8aR)-6-(benzyloxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

1-(benzenesulfonyl)-3-(bromomethyl)indole-2-carbaldehyde; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; stereoselective reaction;
DOI:10.1021/jo902346j