(1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate

Base Information

• Chemical Name: (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate
• CAS No.: 1379691-05-0
• Molecular Formula: C₂₄H₃₁NO₂
• Molecular Weight: 365.516
• Mol file: 1379691-05-0.mol

Synonyms:(1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate

Chemical Property of (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate

There total 3 articles about (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate 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: 74.0%

cyclohex-1-enecarboxylic acid ethyl ester (1617-22-7) + (S)-N-benzyl-1-phenylethylamine (17480-69-2) → (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate (1379691-05-0)

Guidance literature:

(S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃;

cyclohex-1-enecarboxylic acid ethyl ester; In tetrahydrofuran; hexane; at -78 ℃;

With water; ammonium chloride; In tetrahydrofuran; hexane;

DOI:10.1002/chem.201102847

Reference yield:

ethyl 2-(4-methylbenzenesulfonyloxy)cyclohexanecarboxylate (1315564-11-4) → (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate (1379691-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0 °C

2.2: -78 °C

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/chem.201102847

Reference yield:

(1R,2S)-ethyl 2-hydroxycyclohexanecarboxylate (1655-06-7,6125-55-9,6149-52-6,29569-79-7,61586-78-5,77026-73-4,119068-36-9,119068-37-0,3444-72-2) → (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate (1379691-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / 0 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0 °C

3.2: -78 °C

With pyridine; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/chem.201102847

upstream raw materials:

ethyl 2-(4-methylbenzenesulfonyloxy)cyclohexanecarboxylate

cyclohex-1-enecarboxylic acid ethyl ester

(S)-N-benzyl-1-phenylethylamine

(1R,2S)-ethyl 2-hydroxycyclohexanecarboxylate

Downstream raw materials:

(1S,2S)-2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylic acid

(1S,2S)-2-(benzothiazol-2-ylamino)cyclohexylmethanol

(1S,2S)-2-amino-cyclohexylmethanol

rac-trans-2-aminocyclohexanecarboxylic acid