(1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

Base Information

Chemical Name:(1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester
CAS No.:151294-67-6
Molecular Formula:C₂₆H₃₅NO₂
Molecular Weight:393.569
Hs Code.:

Synonyms:(1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

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Chemical Property of (1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

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Technology Process of (1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

There total 4 articles about (1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester 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: 47.0%

: 22173-21-3
tert-butyl cyclohex-1-ene-1-carboxylate

: 38235-77-7
(R)-N-benzyl-1-phenylethylamine

: 151294-67-6
(1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; 1.) -78 deg C to 0 deg C, 10 min, 2.) -78 deg C, 21 h;
DOI:10.1039/a804660c

Reference yield:

: 98-89-5
Cyclohexanecarboxylic acid

: 151294-67-6
(1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: conc. H₂SO₄ / CH₂Cl₂ / 20 h / -78 deg C to room temperature

2: 1.) LDA, I₂, 2.) DBU / 1.) THF, -78 deg C, 1.5 h, 2.) 0 deg C, 1 h, room temperature, 48 h

3: 2.) 2,6-di-tert-butylphenol / 1.) toluene, -78 deg C, THF, 2.) -78 deg C to room temperature, 30 min

With 2,6-di-tert-butylphenol; sulfuric acid; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In dichloromethane;
DOI:10.1039/P19940001411

Reference yield:

: 16537-05-6
tert-butyl cyclohexanecarboxylate

: 151294-67-6
(1S,2R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-cyclohexanecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA, I₂, 2.) DBU / 1.) THF, -78 deg C, 1.5 h, 2.) 0 deg C, 1 h, room temperature, 48 h

2: 2.) 2,6-di-tert-butylphenol / 1.) toluene, -78 deg C, THF, 2.) -78 deg C to room temperature, 30 min

With 2,6-di-tert-butylphenol; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide;
DOI:10.1039/P19940001411