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

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Chemical Name:(4R,5S,8R)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one
CAS No.:1393803-27-4
Molecular Formula:C₃₇H₃₈F₃NO₄
Molecular Weight:617.708
Hs Code.:

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

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Chemical Property of (4R,5S,8R)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one

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Technology Process of (4R,5S,8R)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one

There total 7 articles about (4R,5S,8R)-1-(4-methoxybenzyl)-4-benzyloxy-5-[3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one 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: 80.0%

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

: 100-39-0
benzyl bromide

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

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 18h;
DOI:10.1021/jo301277n

Reference yield:

: 622833-72-1
(R)-1-(4-methoxybenzyl)-3-(benzyloxy)pyrrolidine-2,5-dione

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

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / methanol / 0.75 h / -15 °C

1.2: 5 h / 20 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4.5 h / 0 - 20 °C

3.1: samarium diiodide; tert-butyl alcohol / tetrahydrofuran / 0.17 h / -60 °C

4.1: trimethylaluminum / dichloromethane; toluene / 0 °C

4.2: 24 h / 20 °C

5.1: tetrahydrofuran; diethyl ether / -78 °C

6.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 25 h / -40 °C / Inert atmosphere

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

With sodium tetrahydroborate; samarium diiodide; trimethylaluminum; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; tert-butyl alcohol; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
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

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

Guidance literature:: Multi-step reaction with 2 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

With tetra-(n-butyl)ammonium iodide; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran;
DOI:10.1021/jo301277n