Home > Name List By other > (R)-[(2R,4S, 5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl) methanol

CAS No 572-59-8 , (R)-[(2R,4S,
5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)
methanol

  • Name: (R)-[(2R,4S,
    5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)
    methanol
  • Synonyms: 9-epi-Quinidine; 9-Epiquinidine; AC1L3RNZ; Spectrum_000912; Spectrum2_001308; GNF-Pf-180; 572-59-8; (9R)-6'-Methoxycinchonan-9-ol;(R)-[(2R,4S,
    5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)
    methanol;
  • CAS Registry Number:
  • Flash Point: 253.699°C
  • Boiling Point: 495.88°C at 760 mmHg
  • Density: 1.218g/cm3
  • Refractive index: 1.638
  • Flash Point: 253.699°C
  • EINECS: 209-340-6
  • Molecular Weight: 324.41676
  • InchiKey: LOUPRKONTZGTKE-AFHBHXEDSA-N
  • InChI: InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-
    5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,
    2H3/t13-,14-,19+,20+/m0/s1
  • Molecular Formula: C20H24N2O2
  • Molecular Structure:CAS No:572-59-8 (R)-[(2R,4S,<br />5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)<br />methanol

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References of (R)-[(2R,4S,
5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)
methanol
Title: Epiquinidine
CAS Registry Number: 572-59-8
CAS Name: (9R)-6￠-Methoxycinchonan-9-ol
Molecular Formula: C20H24N2O2
Molecular Weight: 324.42
Percent Composition: C 74.04%, H 7.46%, N 8.63%, O 9.86%
Literature References: Occurs in cinchona bark. Isoln from quinoidine: Dirscherl, Thron, Ann. 521, 48 (1938). By epimerization of quinine or quinidine: Rabe, H?ter, J. Prakt. Chem. 154, 66 (1940). Stereochemistry: Prelog, Zalán, Helv. Chim. Acta 27, 535, 545 (1944); Prelog, H?fliger, ibid. 33, 2021 (1950); Roth, Pharmazie 16, 257 (1961). Synthesis: Grethe et al., Helv. Chim. Acta 55, 1044 (1972); Gutzwiller, Uskokovic, ibid. 56, 1494 (1973).
Properties: Lustrous leaflets from ether, mp 111-113°. [a]D25 +107.8° (c = 1.02 in ethanol). Freely sol in alcohol; moderately sol in ether. Shows more blue fluorescence in H2SO4 than quinidine or quinine. Forms a double sulfate with epiquinine.
Melting point: mp 111-113°
Optical Rotation: [a]D25 +107.8° (c = 1.02 in ethanol)
 
Derivative Type: Dihydrochloride
Molecular Formula: C20H24N2O2.2HCl
Molecular Weight: 397.34
Percent Composition: C 60.46%, H 6.60%, N 7.05%, O 8.05%, Cl 17.85%
Properties: Crystals from alc, dec 195-196°. [a]D20 +46° (c = 0.8 in 99% alc).
Optical Rotation: [a]D20 +46° (c = 0.8 in 99% alc)
 
Derivative Type: Neutral dibenzoyl-d-tartrate
Molecular Formula: (C20H24N2O2)2.C18H14O8
Molecular Weight: 1007.13
Percent Composition: C 69.17%, H 6.20%, N 5.56%, O 19.06%
Properties: Crystals from alcohol or acetone, dec 166-167°. [a]D21 +3.7° (4:1 alcohol + chloroform).
Optical Rotation: [a]D21 +3.7° (4:1 alcohol + chloroform)