Cyclohexanamine, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel- (9CI)

Base Information

• Chemical Name: Cyclohexanamine, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel- (9CI)
• CAS No.: 787534-09-2
• Molecular Formula: C₁₀H₂₁N
• Molecular Weight: 155.283
• Mol file: 787534-09-2.mol

Synonyms:Cyclohexanamine, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel- (9CI)

Chemical Property of Cyclohexanamine, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel- (9CI)

Chemical Property:

• PSA: 26.02000
• LogP: 3.10620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanamine, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel- (9CI)

There total 98 articles about Cyclohexanamine, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel- (9CI) 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: 98.0%

DL-neomenthol (490-99-3,491-01-0,491-02-1,1490-04-6,2216-51-5,2216-52-6,3623-51-6,3623-52-7,3623-53-8,15356-60-2,15356-70-4,20747-49-3,20752-33-4,20752-34-5,23283-97-8,64282-88-8,89-78-1) → rac-menthylamine (2216-54-8,4894-99-9,7231-40-5,16934-77-3,20706-69-8,20706-70-1,21411-81-4,23399-21-5,51743-63-6,66609-74-3,85549-06-0,787534-09-2)

Guidance literature:

DL-neomenthol; With 1-methyl-1H-imidazole; methanesulfonyl chloride; triethylamine; In toluene; at 20 ℃; for 2h;

With sodium azide; In N,N-dimethyl-formamide; at 40 ℃; for 48h;

With hydrogen; nickel; In tetrahydrofuran; at 20 ℃; for 72h;

DOI:10.1002/ejoc.201301566

Reference yield: 98.0%

2‐azido‐1‐isopropyl‐4‐methylcyclohexane (898543-45-8,898543-46-9) → rac-menthylamine (2216-54-8,4894-99-9,7231-40-5,16934-77-3,20706-69-8,20706-70-1,21411-81-4,23399-21-5,51743-63-6,66609-74-3,85549-06-0,787534-09-2)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 20 ℃; for 72h;

DOI:10.1055/s-0030-1258295

Reference yield: 88.0%

menthol (89-78-1) → 2-isopropyl-5-methyl-cyclohexylamine (21411-81-4,787534-09-2)

Guidance literature:

With sodium azide; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; at 90 ℃; for 7h;

DOI:10.1080/00397910008087402

upstream raw materials:

(2R,5S)-menthone

ammonium formate

(+)-isomenthone oxime

(R)-Citronellal

Downstream raw materials:

N-menthyl-butyramide

p-menthane-4-ol

(+)-neomenthylamine

(+)-(1R,3S,4S)-neomenthylamine

Refernces

• 1、 Demidova, Yu. S.,Mozhaitsev, E. S.,Murzin, D. Yu.,Nefedov, A. A.,Salakhutdinov, N. F.,Saraev, A. A.,Simakov, A.,Simakova, I. L.,Suslov, E. V.,Volcho, K. P.. "Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime". . . Retrieved 2020/09/03.
• 2、 Pickel, Thomas C.,Karahalis, Gregory J.,Buru, Cassandra T.,Bacsa, John,Scarborough, Christopher C.. "Synthesis of Previously Inaccessible Derivatives of 1,4,7-Tri-R-1,4,7-Triazacyclononane, Including Chiral Examples, and a Rapid Synthesis of the HCl Salts of H3tacn and H4dtne". . p. 6876 - 6889. Retrieved 2019/01/04.