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

Base Information

Chemical Name:(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-amino-3-phenylpropanoate
CAS No.:1330630-50-6
Molecular Formula:C₂₅H₃₃NO₂
Molecular Weight:379.543
Hs Code.:

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

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

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

There total 10 articles about (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-amino-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: 65.0%

: 1330630-35-7
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

: 1330630-50-6
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-amino-3-phenylpropanoate

Guidance literature:: With 20 wt.% Pd(OH)2/C; hydrogen; acetic acid; In methanol; for 18h; under 3800.26 Torr;
DOI:10.1016/j.tet.2011.05.102

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 1330630-50-6
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-amino-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 5 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; acetic acid / methanol / 18 h / 3800.26 Torr

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

Reference yield:

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

: 1330630-50-6
(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-amino-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 5 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; acetic acid / methanol / 18 h / 3800.26 Torr

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