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

Base Information

• Chemical Name: (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N-isopropyl-N-benzylamino)-3-phenylpropanoate
• CAS No.: 1330630-45-9
• Molecular Formula: C₃₅H₄₅NO₂
• Molecular Weight: 511.748
• Mol file: 1330630-45-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 18 articles about (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N-isopropyl-N-benzylamino)-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: 80.0%

(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N-isopropylamino)-3-phenylpropanoate (1330630-56-2) + benzyl bromide (100-39-0) → (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N-isopropyl-N-benzylamino)-3-phenylpropanoate (1330630-45-9)

Guidance literature:

With potassium carbonate; at 100 ℃; for 7h;

DOI:10.1016/j.tet.2011.05.102

Reference yield:

Benzyl-isopropyl-amin (102-97-6) + (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (E)-3-phenylpropenoate (119240-64-1) → (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (R)-3-(N-isopropyl-N-benzylamino)-3-phenylpropanoate (1330630-41-5) + (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N-isopropyl-N-benzylamino)-3-phenylpropanoate (1330630-45-9)

Guidance literature:

Benzyl-isopropyl-amin; 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:

pulegone (89-82-7,90449-51-7) → (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (S)-3-(N-isopropyl-N-benzylamino)-3-phenylpropanoate (1330630-45-9)

Guidance literature:

Multi-step reaction with 7 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

6.1: sodium cyanoborohydride / methanol / 18 h / 20 °C / Inert atmosphere

7.1: potassium carbonate / 7 h / 100 °C

With 20 wt.% Pd(OH)2/C; hydrogen; sodium; sodium cyanoborohydride; potassium carbonate; 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

upstream raw materials:

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

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

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

benzyl bromide