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CAS No 485-65-4 , Cinchonan-9-ol,10,11-dihydro-, (9S)-

  • Name: Cinchonan-9-ol,10,11-dihydro-, (9S)-
  • Synonyms: 10,11-Dihydrocinchonine; (+)-Dihydrocinchonine;Cinchonan-9-ol,10,11-dihydro-, (9S)-; (+)-Hydrocinchonine;Dihydrocinchonine; Hydrocinchonin;Hydrocinchonine(6CI,7CI,8CI); Cinchotine; Pseudocinchonine; Cinchonifin; Cinchotin; Cinchonifine; Pseudocinchonin;
  • CAS Registry Number:
  • Melting Point: 269 - 272ºC
  • Density: 1.18 g/cm3
  • Refractive index: 1.639
  • Safety Statements: 36/37
  • Hazard Symbols: Xn: Harmful;
  • EINECS: 207-621-8
  • Molecular Weight: 296.4067
  • InChI: InChI=1/C19H24N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1
  • Risk Statements: 20/21/22
  • Molecular Formula: C19H24 N2 O
  • Molecular Structure:CAS No:485-65-4 Cinchonan-9-ol,10,11-dihydro-, (9S)-

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485-65-4 Cinchonan-9-ol,10,11-dihydro-, (9S)-

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1/1
References of Cinchonan-9-ol,10,11-dihydro-, (9S)-
Title: Hydrocinchonine
CAS Registry Number: 485-65-4
CAS Name: (9S)-10,11-Dihydrocinchonan-9-ol
Synonyms: cinchotine; cinconifine; (+)-dihydrocinchonine; pseudocinchonine
Molecular Formula: C19H24N2O
Molecular Weight: 296.41
Percent Composition: C 76.99%, H 8.16%, N 9.45%, O 5.40%
Literature References: From cinchona barks: Caventou, Willm, Compt. Rend. 69, 284 (1869). Prepn from cinchonine: Hesse, Ann. 300, 46 (1898); Pum, Monatsh. Chem. 16, 68 (1895); Arlt, ibid. 20, 426, 439 (1899); Heidelberger, Jacobs, J. Am. Chem. Soc. 41, 817 (1919). Structure: Rabe, Ber. 55, 522 (1922). Conversion of hydroquinidine to hydrocinchonine: King, J. Chem. Soc. 1946, 523. HPLC determn: C.-T. A. Chung, E. J. Staba, J. Chromatogr. 295, 276 (1984). Stereospecific synthesis from secologanin: R. T. Brown, D. Curless, Tetrahedron Lett. 27, 6005 (1986). Total synthesis: M. Ihara et al., J. Chem. Soc. Perkin Trans. 1 1988, 1277.
Properties: Prisms, mp 268-269°. [a]D14 +204° (c = 0.6 in alc). Almost insol in water, ether. Sol in alcohol.
Melting point: mp 268-269°
Optical Rotation: [a]D14 +204° (c = 0.6 in alc)
 
Derivative Type: Hydrochloride
Molecular Formula: C19H24N2O.HCl
Molecular Weight: 332.87
Percent Composition: C 68.56%, H 7.57%, N 8.42%, O 4.81%, Cl 10.65%
Properties: Crystals, mp 220-221°. [a]D23 +155° (c = 0.8 in water).
Melting point: mp 220-221°
Optical Rotation: [a]D23 +155° (c = 0.8 in water)