iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

Base Information

Chemical Name:iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate
CAS No.:1393803-30-9
Molecular Formula:C₂₆H₃₂F₃NO₅S
Molecular Weight:527.605
Hs Code.:

Synonyms:iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

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Chemical Property of iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

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Technology Process of iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

There total 7 articles about iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate 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%

: 1393803-29-6
iso-propyl (4R,5S,8R)-5-(3-(3-benzyloxy-2-(3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

: 1393803-30-9
iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

Guidance literature:: With boron tribromide; In dichloromethane; at -10 ℃; for 0.666667h;
DOI:10.1021/jo301277n

Reference yield:

: 1393803-25-2
(4R,5S)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-oxo-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one

: 1393803-30-9
iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: boron tribromide / dichloromethane / 0.67 h / -10 °C

With ammonium cerium (IV) nitrate; tetrabutylammomium bromide; boron tribromide; 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; dichloromethane; water; acetonitrile;
DOI:10.1021/jo301277n

Reference yield:

: 1393803-26-3
(4R,5S,8R)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one

: 1393803-30-9
iso-propyl (4R,5S,8R)-5-(3-(3-hydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenyl)butyl)-5-oxopyrrolidin-1-yl)propyl)-thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: boron tribromide / dichloromethane / 0.67 h / -10 °C

With ammonium cerium (IV) nitrate; tetrabutylammomium bromide; boron tribromide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo301277n