(3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Base Information

Chemical Name:(3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one
CAS No.:258286-09-8
Molecular Formula:C₁₇H₂₁NO₂
Molecular Weight:271.359
Hs Code.:

Synonyms:(3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Suppliers and Price of (3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

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Chemical Property of (3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

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Technology Process of (3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

There total 2 articles about (3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 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: 66.0%

: 106-95-6
allyl bromide

: 258286-06-5
8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

: 258286-09-8
(3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Guidance literature:: 8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile; With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃;

allyl bromide;

With hydrogenchloride; In tetrahydrofuran; Acid hydrolysis;
DOI:10.1016/S0040-4039(99)01784-0

Reference yield:

: (3S,8aR)-8a-Methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

: 258286-09-8
(3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃OBF₄ / CH₂Cl₂

1.2: 70 percent / CuI; I₂

2.1: LiTMP; HMPA / tetrahydrofuran / -78 °C

2.3: 66 percent / aq. HCl / tetrahydrofuran / Acid hydrolysis

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2,6,6-tetramethylpiperidinyl-lithium; triethyloxonium fluoroborate; In tetrahydrofuran; dichloromethane; 1.1: Rearrangement / 1.2: Substitution / 2.1: Metallation / 2.2: Alkylation / 2.3: Hydrolysis;
DOI:10.1016/S0040-4039(99)01784-0