(S)-quinuclidin-3-aMine

Base Information

• Chemical Name: (S)-quinuclidin-3-aMine
• CAS No.: 120570-05-0
• Molecular Formula: C7H14N2
• Molecular Weight: 126.202
• Hs Code.: 2933990090
• Mol file: 120570-05-0.mol

Synonyms:AZA014;

Chemical Property of (S)-quinuclidin-3-aMine

Chemical Property:

• Vapor Pressure: 1.83mmHg at 25°C
• Boiling Point: 165.9oC at 760 mmHg
• PKA: 10.58±0.33(Predicted)
• Flash Point: 51.1oC
• PSA: 29.26000
• Density: 1.06g/cm3
• LogP: 0.67750
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3S)-Aminoquinuclidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3S)-Aminoquinuclidine is an intermediate used in the synthesis of Palonosetron-3-ene Hydrochloride (P165825), which is an impurity of Palonosetron (P165800), a serotonin 5-HT3 receptor antagonist used in the prevention and treatment of chemotherapy-induced nausea and vomiting (CINV). Antiemetic.

Technology Process of (S)-quinuclidin-3-aMine

There total 8 articles about (S)-quinuclidin-3-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: 47.0%

→ (S)-3-aminoquinuclidine (120570-05-0,781591-76-2) + (3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride (120570-09-4,124808-82-8,128311-06-8)

Guidance literature:

Reference yield: 40.0%

3-amino-1-azabicyclo<2.2.2>octane-3-carbonitrile (123194-01-4) → quinuclidin-3-amine (76883-48-2,120570-05-0,123536-15-2,6238-14-8,781591-76-2) + 3-aminomethyl-1-azabicyclo<2.2.2>octyl-3-amine (125889-79-4) + C16H26N6

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 48h; Heating;

DOI:10.1055/s-1994-25584

Reference yield:

(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) → (S)-3-aminoquinuclidine (120570-05-0,781591-76-2)

Guidance literature:

With methanol; sodium hydroxide; at 50 ℃; for 1h;

upstream raw materials:

3-amino-1-azabicyclo<2.2.2>octane-3-carbonitrile

7-methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid

(S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride

Downstream raw materials:

ADR-932

(S)-2-(1-azabicyclo[2.2.2]oct-3-yl)-2,4,5,6-tetrahydro-1H-benz[de]isoquinolin-1-one

Refernces

• 1、 -. "PROCESSES FOR THE PREPARATION OF PALONOSETRON". Page/Page column 14. . Retrieved 2011/02/24.
• 2、 -. "Processes for preparing palonosetron salts". Page/Page column 10. . Retrieved 2008/12/08.