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

Base Information

Chemical Name:(3R,7R,8S,8aR)-7,8-diallyl-6-(methoxycarbonyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:864967-35-1
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

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

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

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

There total 4 articles about (3R,7R,8S,8aR)-7,8-diallyl-6-(methoxycarbonyl)-5-oxo-3-phenyl-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: 81.0%

: 864967-52-2
(3R,8S,8aR)-8-allyl-6-methoxycarbonyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine

: 1730-25-2
allylmagnesium bromide

: 864967-35-1
(3R,7R,8S,8aR)-7,8-diallyl-6-(methoxycarbonyl)-5-oxo-3-phenyl-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;
DOI:10.1021/ol051242c

Reference yield:

: 864967-32-8
(3R,8R,8aR)-8-allyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 864967-35-1
(3R,7R,8S,8aR)-7,8-diallyl-6-(methoxycarbonyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: LHMDS

1.2: PhSeCl / tetrahydrofuran

1.3: 86 percent / H₂O₂; pyridine

2.1: 81 percent / LiCl; CuI; TMSCl / tetrahydrofuran

With copper(l) iodide; chloro-trimethyl-silane; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ol051242c

Reference yield:

: 65266-23-1
methyl 4-formylhept-6-enoate

: 864967-35-1
(3R,7R,8S,8aR)-7,8-diallyl-6-(methoxycarbonyl)-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: Na₂SO₄ / diethyl ether / 0 °C

1.2: 71 percent / 75 °C / 15 Torr

2.1: LHMDS

2.2: PhSeCl / tetrahydrofuran

2.3: 86 percent / H₂O₂; pyridine

3.1: 81 percent / LiCl; CuI; TMSCl / tetrahydrofuran

With copper(l) iodide; chloro-trimethyl-silane; sodium sulfate; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol051242c