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

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Chemical Name:(4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoic acid
CAS No.:1393803-34-3
Molecular Formula:C₂₂H₃₀F₃NO₅
Molecular Weight:445.479
Hs Code.:

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

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

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

There total 9 articles about (4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoic acid 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: 95.0%

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

: 1393803-34-3
(4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 72h;
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

: 1393803-34-3
(4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoic acid

Guidance literature:: Multi-step reaction with 7 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

7: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 72 h / 20 °C

With ammonium cerium (IV) nitrate; lithium hydroxide monohydrate; 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

: 1393803-34-3
(4R,5S,8R)-7-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)heptanoic acid

Guidance literature:: Multi-step reaction with 4 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

4: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 72 h / 20 °C

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