(R)-3-Aminoquinuclidine dihydrochloride

Base Information

• Chemical Name: (R)-3-Aminoquinuclidine dihydrochloride
• CAS No.: 123536-14-1
• Molecular Formula: C₇H₁₄N₂*2ClH
• Molecular Weight: 199.123
• Hs Code.: 29333990
• Mol file: 123536-14-1.mol

Synonyms:1-Azabicyclo[2.2.2]octan-3-amine,dihydrochloride, (3R)- (9CI);1-Azabicyclo[2.2.2]octan-3-amine,dihydrochloride, (R)-;(3R)-3-Aminoquinuclidine dihydrochloride;(R)-(+)-3-Aminoquinuclidine dihydrochloride;(R)-3-Aminoquinuclidinedihydrochloride;3-(R)-Aminoquinuclidine dihydrochloride;

Chemical Property of (R)-3-Aminoquinuclidine dihydrochloride

Chemical Property:

• Appearance/Colour: white to beige powder
• Vapor Pressure: 1.83mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.551
• Boiling Point: 165.9 °C at 760 mmHg
• Flash Point: 51.1 °C
• PSA: 29.26000
• Density: 1.06g/cm3
• LogP: 2.28150
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly, Heated, Sonicated), Methanol (Slightly, Heated, Sonicated), Wat

Purity/Quality:

99% ^*data from raw suppliers

(3R)-AminoquinuclidineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-R36/37/38
• Safety Statements: 26-38-36-S36-S26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-3-Aminoquinuclidine dihydrochloride is used in the preparation of serotonin type 3 (5-HT3) receptor antagonist as potential new drugs for the treatment of irritable bowel syndrome (IBS). This diamine and its antipode are important building blocks in the synthesis of pharmaceuticals.

Technology Process of (R)-3-Aminoquinuclidine dihydrochloride

There total 21 articles about (R)-3-Aminoquinuclidine dihydrochloride 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: 85.0%

(3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride (120570-09-4,124808-82-8,128311-06-8) → (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In propan-1-ol; water; at 40 ℃;

DOI:10.1080/00397919608003556

Reference yield: 70.0%

(3R)-3-<(S)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride (120570-09-4,124808-82-8,128311-06-8) → (3R)-quinuclidin-3-amine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; water; at 50 ℃; for 4h; under 760 Torr;

DOI:10.1080/00397919208021320

Reference yield: 25.0%

N-<(3S)-3-quinuclidinyl> phthalimide (142999-65-3) → (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Heating;

DOI:10.1080/00397919208021320

upstream raw materials:

N-<(3S)-3-quinuclidinyl> phthalimide

(3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride

(3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine

3-Quinuclidinone

Downstream raw materials:

PNU 282987 hydrochloride

PHA-543613

N-(1-azabicyclo[2.2.2]oct-3(R)-yl)-2,3-dihydro-1,4-benzodioxin-6-carboxamide

(R)-N-(1-azabicyclo[2.2.2]oct-3-yl)(E-3-phenylpropenamide)

Refernces

• 1、 Kowalczyk, Bruce A.,Rohloff, John C.,Dvorak, Charles A.,Gardner, John O.. "Improved preparation of (R) and (S)-3-aminoquinuclidine dihydrochloride". . p. 2009 - 2015. Retrieved 2007/10/03.
• 2、 -. "Indole derivatives and drugs". . . Retrieved 2008/06/13.