methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

Base Information

Chemical Name:methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate
CAS No.:1393803-33-2
Molecular Formula:C₂₃H₃₂F₃NO₅
Molecular Weight:459.506
Hs Code.:

Synonyms:methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

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Chemical Property of methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

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Technology Process of methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

There total 9 articles about methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate 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: 90.0%

: 1393803-32-1
methyl (4R,5S,8R)-7-(3-benzyloxy-2-(3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

: 1393803-33-2
methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h;
DOI:10.1021/jo301277n

Reference yield:

: 1393803-24-1
(4R,5S)-1-(4-Methoxybenzyl)-4-benzyloxy-5-[2-(N-methoxy-N-methylaminocarbonyl)ethyl]pyrrolidin-2-one

: 1393803-33-2
methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran; diethyl ether / -78 °C

2: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 25 h / -40 °C / Inert atmosphere

3: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 18 h / 0 - 20 °C

4: ammonium cerium (IV) nitrate / acetonitrile; water / 6 h / 0 - 20 °C

5: potassium hydroxide; tetrabutylammomium bromide / tetrahydrofuran / 0 - 20 °C

6: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

With ammonium cerium (IV) nitrate; palladium 10% on activated carbon; tetrabutylammomium bromide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; methanol; diethyl ether; water; acetonitrile;
DOI:10.1021/jo301277n

Reference yield:

: 1393803-27-4
(4R,5S,8R)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one

: 1393803-33-2
methyl (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium cerium (IV) nitrate / acetonitrile; water / 6 h / 0 - 20 °C

2: potassium hydroxide; tetrabutylammomium bromide / tetrahydrofuran / 0 - 20 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

With ammonium cerium (IV) nitrate; palladium 10% on activated carbon; tetrabutylammomium bromide; hydrogen; potassium hydroxide; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/jo301277n