ICQ 7

Base Information

• Chemical Name: ICQ 7
• CAS No.: 60761-51-5
• Molecular Formula: C20H24N2O3
• Molecular Weight: 340.42
• Mol file: 60761-51-5.mol

Synonyms:(3a,9S)- 6'-Methoxy-cinchonan-3,9-diol;(3R)-Hydroxyquinidine;3-epi-Hydroxyquinidine;ICQ 7

Chemical Property of ICQ 7

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 188-190°C
• Refractive Index: 1.661
• Boiling Point: 534.269°C at 760 mmHg
• PKA: 12.80±0.20(Predicted)
• Flash Point: 276.916°C
• PSA: 65.82000
• Density: 1.292g/cm³
• LogP: 2.22600
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, DMSO (Slightly)Ethyl Acetate, Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Isomer of (3S)-Hydroxyquinidine Isomer of (3S)-Hydroxyquinidine.

Technology Process of ICQ 7

There total 7 articles about ICQ 7 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: 48.0%

vinylmagnesium chloride (3536-96-7) + (8R,9S)-6'-methoxy-3-oxoruban-9-yl acetate (60723-43-5) → (3R)-3-hydroxyquinidine (60761-51-5) + 3-hydroxyquinidine (53467-23-5)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1039/P19910003017

Reference yield: 43.0%

vinyl magnesium bromide (1826-67-1) + (8R,9S)-6'-methoxy-3-oxoruban-9-yl acetate (60723-43-5) → (3R)-3-hydroxyquinidine (60761-51-5) + 3-hydroxyquinidine (53467-23-5)

Guidance literature:

In tetrahydrofuran; 1.) - 78 deg C - room temperature, 2 h, 2.) room temperature, 3 h;

DOI:10.1016/S0040-4020(97)00609-1

Reference yield:

→ 6'-methoxy-cinchonane-3,9-diol (53467-23-5,60761-51-5,78549-61-8,128241-59-8)

Guidance literature:

(8R,9S)-6-Methoxy-3-oxo-9-rubanolacetat (6), Vinylmagnesium bromid;

DOI:10.1016/S0040-4039(00)93775-4

upstream raw materials:

vinylmagnesium chloride

(8R,9S)-6'-methoxy-3-oxoruban-9-yl acetate

vinyl magnesium bromide

(+)-quinidine

Refernces

• 1、 Carroll, F. Ivy,Abraham, Philip,Gaetano, Kevan,Mascarella, S. Wayne,Wohl, Ronald A.,et al.. "(3S)-3-Hydroxyquinidine, the Major Biotransformation Product of Quinidine. Synthesis and Conformational Studies. X-Ray Molecular Structure of (3S)-3-Hydroxyquinidine Methanesulphonate". . p. 3017 - 3026. Retrieved 2007/10/02.