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

Base Information

Chemical Name: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
CAS No.:1393803-29-6
Molecular Formula:C₄₀H₄₄F₃NO₅S
Molecular Weight:707.854
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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%

: 1219097-65-0
isopropyl 5-(3-iodopropyl)thiophene-2-carboxylate

: 1393803-28-5
(4R,5S,8R)-4-benzyloxy-5-[3-benzyloxy-4-(3-(trifluoromethyl)phenyl)butyl]pyrrolidin-2-one

: 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

Guidance literature:: With tetrabutylammomium bromide; potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jo301277n

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 9 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

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

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

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

: 1393803-29-6
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

Guidance literature:: Multi-step reaction with 4 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

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