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

Base Information

Chemical Name:(3R,8S,8aR)-8-allyl-6-methoxycarbonyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:864967-52-2
Molecular Formula:C₁₈H₁₉NO₄
Molecular Weight:313.353
Hs Code.:

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

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

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

There total 4 articles about (3R,8S,8aR)-8-allyl-6-methoxycarbonyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-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: 86.0%

: 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

: 79-22-1
methyl chloroformate

: 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

Guidance literature:: (3R,8R,8aR)-8-allyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; methyl chloroformate; With lithium hexamethyldisilazane;

With Phenylselenyl chloride; In tetrahydrofuran;

With pyridine; dihydrogen peroxide;
DOI:10.1021/ol051242c

Reference yield:

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

: 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

Guidance literature:: With pyridine; dihydrogen peroxide; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2007.01.072

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

With sodium sulfate; lithium hexamethyldisilazane; In diethyl ether;
DOI:10.1021/ol051242c