
CAS Name: (3b,5a,16a,20S)-14-Methyl-3,20-bis(methylamino)-4-methylene-9,19-cyclopregnan-16-ol
Additional Names: cyclobuxine
Percent Composition: C 77.67%, H 10.95%, N 7.25%, O 4.14%
Literature References: From Buxus sempervirens L., Buxaceae: E. Schlittler et al., Helv. Chim. Acta 32, 2209 (1949). Probably identical with Alkaloid A: Heusler, Schlittler, ibid. 2226. Structure: Brown, Kupchan, J. Am. Chem. Soc. 84, 4590 (1962). Stereochemistry: eidem, ibid. 86, 4424 (1964).
CAS Name: (4aS-cis)-2,3,4,4a,9,9a-Hexahydro-2,4a,9-trimethyl-1,2-oxazino[6,5-b]indol-6-ol methylcarbamate ester
Additional Names: physostigmine aminoxide; eserine aminoxide; eserine oxide
Pe...
Literature References: From Calabar bean (Physostigma venenosum Balf., Leguminosae): Polonovski, Nitzberg, Bull. Soc. Chim. Fr. [5] 17, 244 (1915); 21, 191 (1917). Structure: Stedman, Barger, J. Chem. Soc. 127, 247 (1925). Revised structure: Hootele, Tetrahedron Lett. 1969, 2713. Stereochemistry: Robinson, Moorcroft, J. Chem. Soc. C 1970, 2077. Total synthesis of racemate: K. Shishido et al., Chem. Commun. 1986, 904.
CAS Name: (2a,3b)-3-Hydroxy-A(1),28-dinorlup-20(29)-ene-2,17-dicarboxylic acid
Additional Names: emmolic acid
Percent Composition: C 74.04%, H 9.53%, O 16.44%
Literature References: From Ceanothus americanus L., Rhamnaceae (New Jersey tea). Isoln: Julian et al., J. Am. Chem. Soc. 60, 77 (1938). Identity of ceanothic acid and emmolic acid: Mechoulam, Chem. Ind. (London) 1961, 1835. Structure: de Mayo, Starratt, Tetrahedron Lett. 1961, 259; Mechoulam, J. Org. Chem. 27, 4070 (1962). Stereochemistry: de Mayo, Starratt, Can. J. Chem. 40, 788 (1962). Revised stereochemistry: Eade et al., Aust. J. Chem. 24, 621 (1971).
CAS Name: 3,4-Dihydro-1-oxo-1H-2-benzopyran-5-carboxaldehyde
Additional Names: 5-formyl-3,4-dihydroisocoumarin; 5-formyl-3,4-dihydro-1H-2-benzopyran-1-one
Percent Composition: C 68.18%, H 4....
Literature References: From Centaurium umbellatum Gilib., (Erythraea centaurium Pers.), Gentianaceae or Swertia japonica (Maxim.) Makino, Gentianaceae. By hydrolysis of swertiamarin and erytaurin with emulsin. Isoln: Kariyone, Matsushima, J. Pharm. Soc. Jpn. 47, 25 (1927). Structure: Kubota, Tomita, Chem. Ind. (London) 1958, 230; Kubota et al., Tetrahedron Lett. 1961, 223. Synthesis: Wenkert et al., J. Org. Chem. 29, 2534 (1964).
CAS Name: 2,7-Dimethyl-1,4-naphthalenedione
Additional Names: 2,7-dimethyl-1,4-naphthoquinone
Percent Composition: C 77.40%, H 5.41%, O 17.18%
Literature References: From Chimaphila carymbosa Pursh. and Pyrola incarnata (Fisch.) Fernald, Ericaceae: DiModica et al., Gazz. Chim. Ital. 83, 393 (1953); Inouye, J. Pharm. Soc. Jpn. 76, 976 (1956). Structure: DiModica, Tira, Gazz. Chim. Ital. 86, 234 (1956).
CAS Name: O7,O7'-Didemethylcycleanine
Additional Names: isobebeerine
Percent Composition: C 72.71%, H 6.44%, N 4.71%, O 16.14%
Literature References: From Chondodendron tomentosum Ruiz and Pav., Menispermaceae: Faltis, Monatsh. Chem. 33, 873 (1912); Faltis, Neumann, ibid. 42, 311 (1921); Dutcher, J. Am. Chem. Soc. 68, 419 (1946); from the drug Radix pareirae bravae: King, J. Chem. Soc. 1940, 737. Structure: Faltis, Dietreich, Ber. 67, 231 (1934); Jeffreys, J. Chem. Soc. 1956, 4451.
CAS Name: (9S)-10,11-Dihydrocinchonan-9-ol
Additional Names: cinchotine; cinconifine; (+)-dihydrocinchonine; pseudocinchonine
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.
CAS Name: 3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-furanol
Additional Names: tetrahydro-3,4-dipiperonyl-2-furanol; 5-hydroxy-3,4-bis(3,4-methylenedioxybenzyl)tetrahydrofuran
Percent C...
Literature References: From cubeb. Isoln: Capitaine, Soubeiran, Ann. 31, 190 (1839). Structure: Haworth, Kelly, Chem. Ind. (London) 1936, 901; Haensel et al., Arch. Pharm. 300, 559 (1967). Synthesis: Batterbee et al., J. Chem. Soc. C 1969, 2470.
CAS Name: [1S-(1a,4aa,4bb,7b,8aa,10ab)]-Tetradecahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene
Additional Names: 18-norabietane
Percent Composition: C 86.94%, H 13.06%
Literature References: From decayed wood of conifers: Bromeis, Ann. Pharm. 37, 304 (1841). Structure: L. Ruzicka, E. Waldmann, Helv. Chim. Acta 18, 611 (1935); Crowfoot, J. Chem. Soc. 1938, 1241. Stereochemistry: Burgstahler, Marx, Tetrahedron Lett. 1964, 3333. Synthesis from abietic acid: Jensen, Johnson, J. Org. Chem. 32, 2045 (1967); Burgstahler, Marx, ibid. 34, 1562 (1969). Synthesis of dl-form: Johnson et al., J. Am. Chem. Soc. 88, 3859 (1966); 90, 5872 (1968); D. F. Taber, S. A. Saleh, ibid. 102, 5085 (1980).
CAS Name: (25R)-Spirost-5-en-3b-yl O-6-deoxy-a-L-mannopyranosyl-(1®2)-O-[6-deoxy-a-L-mannopyranosyl-(1®4)]-b-D-glucopyranoside
Additional Names: diosgenin bis-a-L-rhamnopyranosyl-(1®2 and 1®4)-...
Literature References: From Dioscorea tokoro Mal., Dioscoreaceae. Isoln: Tsukamoto et al., Pharm. Bull. 4, 35 (1956); Heitz, Compt. Rend. 248, 283 (1958). Structure: Kawasaki, Yamauchi, Chem. Pharm. Bull. 10, 703 (1962).
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