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

Base Information

• Chemical Name: 8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile
• CAS No.: 258286-06-5
• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.305
• Mol file: 258286-06-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile 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: 70.0%

potassium cyanide (151-50-8) + (3S,8aR)-8a-Methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione → 8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile (258286-06-5)

Guidance literature:

(3S,8aR)-8a-Methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione; With triethyloxonium fluoroborate; In dichloromethane;

potassium cyanide; With copper(l) iodide; iodine;

DOI:10.1016/S0040-4039(99)01784-0

Reference yield: 76.0%

benzyl bromide (100-39-0) + 8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile (258286-06-5) → (3S,7S,8aR)-8a-Methyl-3,7-diphenyl-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 ℃;

benzyl bromide;

With hydrogenchloride; In tetrahydrofuran; Acid hydrolysis;

DOI:10.1016/S0040-4039(99)01784-0

Reference yield: 66.0%

allyl bromide (106-95-6) + 8a-methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile (258286-06-5) → (3S,7S,8aR)-7-Allyl-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one (258286-09-8)

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

upstream raw materials:

potassium cyanide

Downstream raw materials:

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

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

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