60761-51-5

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 60761-51-5 differently. You can refer to the following data:
1. Isomer of (3S)-Hydroxyquinidine
2. Isomer of (3S)-Hydroxyquinidine.

InChI:InChI=1/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13?,18-,19+,20?/m1/s1

Upstream product

• 139237-97-1 (S)-((2R)-5-ethylidene-1-azabicyclo[2.2.2]oct-2-yl)-(6-methoxy-quinoline-4-yl)-methanol 
• 53922-99-9 α-10-bromodihydroquinidine 
• 139239-49-9 apoquinidine methyl ether 9-acetate 
• 56-54-2 (+)-quinidine 
• 1826-67-1 vinyl magnesium bromide 
• 60723-43-5 (8R,9S)-6'-methoxy-3-oxoruban-9-yl acetate 
• 3536-96-7 vinylmagnesium chloride 

Relevant academic research and scientific papers

Diastereocontrol of nucleophilic attack of the rubanone carbonyl group via remote siloxy tether. Establishing the natural configuration at carbon C-3 of cinchona alkaloid

Cinchona alkaloid derivatives with natural configuration at C-3 have been constructed by Grignard reaction of protected rubanone 1-TBDS. The organomagnesium reagent attacks preferentially from the sterically more hindered endo face. Even L-Selectride reacts endo-selectively (9 : 1).

(3S)-3-Hydroxyquinidine, the Major Biotransformation Product of Quinidine. Synthesis and Conformational Studies. X-Ray Molecular Structure of (3S)-3-Hydroxyquinidine Methanesulphonate

(3S)-3-Hydroxyquinidine, the major metabolite of the Cinchona alkaloid quinidine, was prepared by synthetic chemical modification or microbial oxidation of quinidine.The structure of this metabolite has been demonstrated to be (3S)-3-hydroxyquinidine by 1H and 13C NMR, IR, UV and mass spectral analysis.Previously published comparisons of the 13C NMR spectra of 3-hydroxyquinidine and model compounds were used to establish the absolute stereochemistry of the metabolite (see ref. 8).This assignment has been verified by single-crystal X-ray analysis of (3S)-3-hydroxyquinidine methanesulphonate.The gas- and solution-phase conformational preference of the metabolite derived from molecular modelling and NOE studies are compared with the conformation observed by X-ray crystallography.