9-Amino-(9-deoxy)epi-cinchonidine trihydrochloride

Base Information

• Chemical Name: 9-Amino-(9-deoxy)epi-cinchonidine trihydrochloride
• CAS No.: 1263486-03-8
• Molecular Formula: C₁₉H₂₃N₃*(x)ClH
• Molecular Weight: 402.78884
• Hs Code.: 29339900
• Mol file: 1263486-03-8.mol

Synonyms:

Chemical Property of 9-Amino-(9-deoxy)epi-cinchonidine trihydrochloride

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

9-Amino-(9-deoxy)epi-cinchonidinetrihydrochloride 98% ^*data from reagent suppliers

Safty Information:

• Statements: 25
• Safety Statements: 45

MSDS Files:

Useful:

Technology Process of 9-Amino-(9-deoxy)epi-cinchonidine trihydrochloride

There total 2 articles about 9-Amino-(9-deoxy)epi-cinchonidine trihydrochloride 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: 96.0%

cinchonidine (118-10-5,485-70-1,485-71-2,550-54-9,40134-63-2,72402-55-2,72402-56-3) → 9-amino(9-deoxy)epicinchonidine triple hydrochloride salt (1263486-03-8)

Guidance literature:

cinchonidine; With di-isopropyl azodicarboxylate; diphenylphosphoroamidate; triphenylphosphine; In tetrahydrofuran; at 0 - 50 ℃; for 16h;

With hydrogenchloride; In dichloromethane; water;

DOI:10.1002/chem.201200832

Reference yield:

Cinchonin (118-10-5) → C19H23N3*(x)ClH (1263486-03-8)

Guidance literature:

Cinchonin; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.166667h;

With diphenyl phosphoryl azide; In tetrahydrofuran; at 0 - 45 ℃; for 9h;

With hydrogenchloride; In dichloromethane; water;

DOI:10.1021/acs.jnatprod.7b00208

Reference yield:

9-amino(9-deoxy)epicinchonidine triple hydrochloride salt (1263486-03-8) → N-[(8α,9S)-cinchonan-9-yl]-3,5-bis(trifluoromethyl)benzamide (1374880-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / dichloromethane; water

2: triethylamine / dichloromethane / 20 °C

With triethylamine; sodium hydroxide; In dichloromethane; water;

DOI:10.1002/chem.201200832

upstream raw materials:

cinchonidine

Cinchonin

Downstream raw materials:

1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-quinolin-4-yl((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)urea

N-[(8α,9S)-cinchonan-9-yl]-3,5-bis(trifluoromethyl)benzamide

Refernces

• 1、 Sladojevich, Filippo,Fuentes De Arriba, ángel L.,Ortín, Irene,Yang, Ting,Ferrali, Alessandro,Paton, Robert S.,Dixon, Darren J.. "Mechanistic investigations into the enantioselective Conia-ene reaction catalyzed by cinchona-derived amino urea pre-catalysts and CuI". supporting information. p. 14286 - 14295. Retrieved 2015/03/30.