3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Base Information

• Chemical Name: 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine
• CAS No.: 220453-31-6
• Molecular Formula: C₁₆H₁₆F₃NO
• Molecular Weight: 295.304

Synonyms:3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Chemical Property of 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Chemical Property:

Purity/Quality:

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Technology Process of 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

There total 4 articles about 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-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:

tri-n-butyl(vinyl)tin (7486-35-3) + phosphoric acid diphenyl ester 3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl ester (220453-11-2) → 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine (220453-31-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/ja983389n

Reference yield:

(2S)-2-phenylglycinol (20989-17-7) → 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine (220453-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / p-toluenesulfonic acid

2: KHMDS, HMPA

3: LiCl, Pd(PPh₃)4 / tetrahydrofuran / 2 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hexamethylsilazane; toluene-4-sulfonic acid; lithium chloride; In tetrahydrofuran;

DOI:10.1021/ja983389n

Reference yield:

6,6,6-trifluoro-5-oxohexanoic acid (184157-09-3) → 3-phenyl-8a-trifluoromethyl-5-vinyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine (220453-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / p-toluenesulfonic acid

2: KHMDS, HMPA

3: LiCl, Pd(PPh₃)4 / tetrahydrofuran / 2 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hexamethylsilazane; toluene-4-sulfonic acid; lithium chloride; In tetrahydrofuran;

DOI:10.1021/ja983389n

upstream raw materials:

tri-n-butyl(vinyl)tin

phosphoric acid diphenyl ester 3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl ester

(2S)-2-phenylglycinol

6,6,6-trifluoro-5-oxohexanoic acid

Downstream raw materials:

1-phenyl-3a-trifluoromethyl-1,2,4,5,6,7,8,9-octahydro-3aH-oxazolo[3,2-a]quinoline-7-carboxylic acid ethyl ester

(1S,3aS,6S,7R)-1-Phenyl-3a-trifluoromethyl-1,2,4,5,6,7,8,9-octahydro-3aH-oxazolo[3,2-a]quinoline-6,7-dicarboxylic acid dimethyl ester

(1S,3aS,5aS,6R,7R,9aR)-1-Phenyl-3a-trifluoromethyl-decahydro-oxazolo[3,2-a]quinoline-6,7-dicarboxylic acid dimethyl ester

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