(1r,2r,5s)-Neomenthyl amine

Base Information

• Chemical Name: (1r,2r,5s)-Neomenthyl amine
• CAS No.: 51743-63-6
• Molecular Formula: C10H21N
• Molecular Weight: 155.283
• DSSTox Substance ID: DTXSID40428365
• Nikkaji Number: J259.467F
• Wikidata: Q82241198
• Mol file: 51743-63-6.mol

Synonyms:(1r,2r,5s)-neomenthyl amine;51743-63-6;(1R,2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-amine;neo-menthylamine;SCHEMBL3251815;DTXSID40428365;AKOS016344284;BB 0260184;CS-0453164;5alpha-Methyl-2beta-isopropyl-1beta-cyclohexanamine;(1R,2R,5S)-2-ISOPROPYL-5-METHYLCYCLOHEXAN-1-AMINE;23399-21-5

Chemical Property of (1r,2r,5s)-Neomenthyl amine

Chemical Property:

• PSA: 26.02000
• LogP: 3.10620
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.167399674
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

97% ^*data from raw suppliers

(1R,2R,5S)-Neomenthylamine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)N)C(C)C
• Isomeric SMILES: C[C@H]1CC[C@@H]([C@@H](C1)N)C(C)C

Technology Process of (1r,2r,5s)-Neomenthyl amine

There total 17 articles about (1r,2r,5s)-Neomenthyl amine 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:

→ 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 ethanol; sodium;

upstream raw materials:

(1R,5S)-menthone oxime

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

(1S,3R,4R)-3-azidomenthane

ammonium formate

Downstream raw materials:

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

(+)-neomenthylamine

2-isopropyl-5-methyl-cyclohexylamine

(1S,3S,4R)-menthylamine