(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

Base Information

Chemical Name:(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate
CAS No.:1330630-40-4
Molecular Formula:C₃₉H₄₅NO₂
Molecular Weight:559.792
Hs Code.:

Synonyms:(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

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Chemical Property of (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

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Technology Process of (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

There total 18 articles about (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate 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: 88.0%

: 1330630-48-2
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-amino-3-phenylpropanoate

: 100-39-0
benzyl bromide

: 1330630-40-4
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

Guidance literature:: With potassium carbonate; at 100 ℃; for 7h;
DOI:10.1016/j.tet.2011.05.102

Reference yield:

: 119240-64-1
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (E)-3-phenylpropenoate

: 103-49-1
dibenzylamine

: 1330630-40-4
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

: 1330630-44-8
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N,N-dibenzylamino)-3-phenylpropanoate

Guidance literature:: dibenzylamine; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 0.5h; Inert atmosphere;

(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (E)-3-phenylpropenoate; In tetrahydrofuran; hexanes; at -78 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.102

Reference yield:

: 89-82-7,90449-51-7
pulegone

: 1330630-40-4
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N,N-dibenzylamino)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(I) bromide / diethyl ether / 0.5 h / -20 °C / Inert atmosphere

1.2: 16.25 h / -20 °C / Inert atmosphere

1.3: 0 °C

2.1: potassium hydroxide / ethanol; water / 3 h / Reflux

3.1: sodium; isopropyl alcohol / toluene / 8 h / Reflux; Inert atmosphere

4.1: dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

4.2: Saturated solution

5.1: 20 wt.% Pd(OH)2/C; hydrogen / ethyl acetate / 18 h / 3800.26 Torr

6.1: potassium carbonate / 7 h / 100 °C

With 20 wt.% Pd(OH)2/C; hydrogen; sodium; potassium carbonate; isopropyl alcohol; potassium hydroxide; copper(I) bromide; In diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/j.tet.2011.05.102