methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

Base Information

Chemical Name:methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate
CAS No.:1353087-63-4
Molecular Formula:C₂₂H₃₀F₃NO₂
Molecular Weight:397.481
Hs Code.:

Synonyms:methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

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Chemical Property of methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

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Technology Process of methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

There total 7 articles about methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate 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%

: 872-53-7
cyclopentanealdehyde

: 1316756-62-3
methyl {(1R,3S,4R)-4-amino-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

: 1353087-63-4
methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

Guidance literature:: cyclopentanealdehyde; methyl {(1R,3S,4R)-4-amino-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate; In methanol; at 20 ℃; for 4h;

With sodium tetrahydroborate; In methanol; at 0 ℃;

Reference yield:

: 402-51-7
4-(trifluoromethyl)phenylmagnesium bromide

: 1353087-63-4
methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 1.5 h / -78 °C

1.2: 0.17 h

2.1: L-Selectride / tetrahydrofuran / 18 h / -78 - 20 °C

3.1: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

4.1: sodium hydride / 1,2-dimethoxyethane / 2 h / 20 °C

4.2: 36 h / Reflux

5.1: hydrogenchloride; water / 72 h / Reflux

5.2: 1 h / Reflux

6.1: methanol / 4 h / 20 °C

6.2: 0 °C

With hydrogenchloride; copper(I) bromide dimethylsulfide complex; water; L-Selectride; sodium hydride; triethylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;

Reference yield:

: 1316756-60-1
(1S,3S,4R)-4-[(tert-butoxycarbonyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl methanesulfonate

: 1353087-63-4
methyl {(1R,3S,4R)-4-[(cyclopentylmethyl)amino]-3-[4-(trifluoromethyl)phenyl]cyclohexyl}acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / 1,2-dimethoxyethane / 2 h / 20 °C

1.2: 36 h / Reflux

2.1: hydrogenchloride; water / 72 h / Reflux

2.2: 1 h / Reflux

3.1: methanol / 4 h / 20 °C

3.2: 0 °C

With hydrogenchloride; water; sodium hydride; In methanol; 1,2-dimethoxyethane;