(3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

Base Information

• Chemical Name: (3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline
• CAS No.: 1040735-71-4
• Molecular Formula: C₁₈H₂₁NO₂
• Molecular Weight: 283.37

Synonyms:(3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

Chemical Property of (3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

Chemical Property:

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Technology Process of (3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

There total 2 articles about (3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline 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: 71.0%

methyl 2-methyl-6-oxocyclohexenepropionate (1040735-69-0) + D-2-phenylglycinol (56613-80-0) → (3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline (1040735-71-4) + (3R,7aR,11aR)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline (1040735-89-4)

Guidance literature:

With acetic acid; In benzene; for 48h; Reflux; Inert atmosphere;

DOI:10.1021/jo802587h

Reference yield: 70.0%

methyl 2-methyl-6-oxocyclohexenepropionate (1040735-69-0) + D-2-phenylglycinol (56613-80-0) → (3R,7aR,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline + (3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline (1040735-71-4)

Guidance literature:

With acetic acid; In benzene; for 48h; Heating;

DOI:10.1002/anie.200705888

Reference yield: 99.0%

(3R,7aS,11aS)-8-methyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline (1040735-71-4) → (3R,7aS,11aS)-8-formyl-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 20 ℃; for 24h; regioselective reaction; Reflux;

DOI:10.1021/acs.joc.8b00983

upstream raw materials:

methyl 2-methyl-6-oxocyclohexenepropionate

D-2-phenylglycinol

Downstream raw materials:

(3R,7aS,8R,11aS)-8-methyl-5-oxo-3-phenyldecahydrooxazolo[2,3-j]quinoline

(4aS,8aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-5-methyl-1,2,3,4,4a,7,8,8a-octahydroquinoline

(3R,7aS,11aS)-8-methyl-3-phenyl-5-thioxo-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

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