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

Base Information

• Chemical Name: ethyl (3R,7aS,11aS)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate
• CAS No.: 1040735-63-4
• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.488

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

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

Chemical Property:

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

There total 3 articles about ethyl (3R,7aS,11aS)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate 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: 60.0%

D-2-phenylglycinol (56613-80-0) + ethyl 2-(2-ethoxycarbonylethyl)-3-oxocyclohexenebutyrate (1040735-65-6) → ethyl (3R,7aR,11aS)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate + ethyl (3R,7aS,11aS)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate (1040735-63-4)

Guidance literature:

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

DOI:10.1002/anie.200705888

Reference yield: 60.0%

D-2-phenylglycinol (56613-80-0) + ethyl 2-(2-ethoxycarbonylethyl)-3-oxocyclohexenebutyrate (1040735-65-6) → ethyl (3R,7aS,11aS)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate (1040735-63-4) + ethyl (3R,7aR,11aR)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate (1040735-87-2)

Guidance literature:

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

DOI:10.1021/jo1005894

Reference yield: 37.0%

diethyl 5,9-dioxotridecanedioate (1040735-62-3) + D-2-phenylglycinol (56613-80-0) → ethyl (3R,7aS,11aS)-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline-8-butyrate (1040735-63-4) + C23H29NO4 (1040735-66-7) + ethyl 2-(2-ethoxycarbonylethyl)-3-oxocyclohexenebutyrate (1040735-65-6)

Guidance literature:

In benzene; Reflux; Inert atmosphere;

DOI:10.1021/jo1005894

upstream raw materials:

diethyl 5,9-dioxotridecanedioate

D-2-phenylglycinol

ethyl 2-(2-ethoxycarbonylethyl)-3-oxocyclohexenebutyrate

Downstream raw materials:

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

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