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

Base Information

• Chemical Name: (1S,3S,4R)-menthylamine
• CAS No.: 20706-69-8
• Molecular Formula: C₁₀H₂₁N
• Molecular Weight: 155.283
• Mol file: 20706-69-8.mol

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

Chemical Property of (1S,3S,4R)-menthylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3S,4R)-menthylamine

There total 14 articles about (1S,3S,4R)-menthylamine 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: 62.0%

2-isopropyl-5-methyl-cyclohexylamine (21411-81-4,787534-09-2) → (1S,3S,4R)-menthylamine (20706-69-8,787534-09-2)

Guidance literature:

With D-tartaric acid; In methanol; water; at 10 ℃; optical yield given as %ee; Resolution of racemate;

DOI:10.1055/s-0030-1258295

upstream raw materials:

L-Tartaric acid

rac-menthylamine

(2R,5S)-menthone

ammonium formate

Downstream raw materials:

2-isopropyl-5-methyl-cyclohexylamine

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

L-menthylamine

(+)-neomenthylamine

Refernces

• 1、 Welschoff, Nina,Waldvogel, Siegfried R.. "Practical synthesis of optically pure menthylamines starting from racemic neomenthol". experimental part. p. 3596 - 3601. Retrieved 2010/12/19.