
CAS Name: 3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19a-methyl-20a-oxayohimbanium
Percent Composition: C 72.40%, H 5.79%, N 8.04%, O 13.78%
Literature References: From Alstonia constricta F. Mull., Rauwolfia vomitoria Afzel., Rauwolfia obscura K. Schum., Vinca rosea L., and other Apocynaceae: Sharp, J. Chem. Soc. 1934, 287; Schlittler et al., Helv. Chim. Acta 35, 271 (1952); Pillay, Kumari, J. Sci. Ind. Res. 20B, 458 (1961); C.A. 56, 7425b (1962). Structure: Bader, Helv. Chim. Acta 36, 215 (1953). Stereoisomer of serpentine (alkaloid), q.v. Stereochemistry: Wenkert, Roychaudhuri, J. Am. Chem. Soc. 79, 1519 (1957); 80, 1613 (1958); Shamma, Richey, ibid. 85, 2507 (1963). Biosynthesis: Woodward, Angew. Chem. 68, 13 (1956).
CAS Name: a-Amino-2,3-dihydro-2-oxo-5-oxazoleacetic acid
Additional Names: a-amino-2-oxo-4-oxazoline-5-acetic acid
Percent Composition: C 37.98%, H 3.82%, N 17.72%, O 40.48%
Literature References: From Amanita muscaria (L.) Fr., Agaricaceae: Eugster et al., Tetrahedron Lett. 1965, 1813. Structure: Fritz et al., ibid. 1965, 2075; Reiner, Eugster, Helv. Chim. Acta 50, 128 (1967). Synthesis: Göth et al., ibid. 137.
CAS Name: (5a)-Androstane
Additional Names: etioallocholane
Percent Composition: C 87.62%, H 12.38%
Literature References: From androstane-3,17-dione: Butenandt, Tscherning, Z. Physiol. Chem. 229, 185 (1934). From androstane-3,17-diol: Steiger, Reichstein, Helv. Chim. Acta 20, 817 (1937). From D16-androstene: Prelog et al., ibid. 27, 66 (1944).
CAS Name: 4,4'-(1,2-Diethyl-1,2-ethanediyl)bisphenol
Additional Names: 4,4'-(1,2-diethylethylene)diphenol; meso-3,4-bis(p-hydroxyphenyl)-n-hexane; 4,4'-dihydroxy-g,d-diphenylhexane; 4,4'-dihydr...
Literature References: From anethole HBr: Campbell et al., Proc. Roy. Soc. B128, 253 (1940); Bernstein, Wallis, J. Am. Chem. Soc. 62, 2871 (1940); US 2357985 (1944); Buu-Hoi, Hoán, J. Org. Chem. 14, 1023 (1949). By the reduction of Grignard compds with cobaltous chloride: Kharasch et al., J. Am. Chem. Soc. 65, 491 (1943). Proof of meso configuration: Wessely, Welleba, Ber. 74, 777 (1941). Comprehensive description: H. Y. Aboul-Enein et al., Anal. Profiles Drug Subs. 11, 347-374 (1982).
CAS Name: 2-[2-(3,4-Dimethoxyphenyl)ethyl]-1,2,3,4-tetrahydro-1-methylquinoline
Percent Composition: C 77.14%, H 8.09%, N 4.50%, O 10.28%
Literature References: From Angostura bark (Cusparia trifoliata (Willd.) Engl., Rutaceae): Tröger, Runne, Arch. Pharm. 249, 174 (1911); Späth, Pikl, Monatsh. Chem. 55, 352 (1930). Structure: Schläger, Leeb, ibid. 81, 714 (1950). Synthesis: Stanek, ibid. 88, 250 (1957).
CAS Name: 2-[2-(1,3-Benzodioxol-5-yl)ethyl]-4-methoxyquinoline
Percent Composition: C 74.25%, H 5.58%, N 4.56%, O 15.62%
Literature References: From Angostura bark: Tröger, Runne, Arch. Pharm. 249, 174 (1911); Späth, Pikl, Monatsh. Chem. 55, 352 (1930). Synthesis from 2-methyl-4-methoxyquinoline and piperonal: Späth, Brunner, Ber. 57, 1243 (1924).
CAS Name: 1,2,3,4-Tetrahydro-1-phenyl-1,4-naphthalenedicarboxylic acid bis(8-methyl-8-azabicyclo[3.2.1]oct-3-yl) ester
Additional Names: isatropylditropeine; tropyl isatropate; ditropyl isatrop...
Literature References: From Atropa belladonna L. and allied Solanaceae. Probably formed during the process of extraction. Upon hydrolysis the substance extracted from plants yields b-isatropic acid and tropine: Küssner, Arch. Pharm. 276, 617 (1938); Hotovy et al., US 2734062 (1956 to E. Merck).
CAS Name: Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-1-ol
Percent Composition: C 71.95%, H 10.47%, N 11.19%, O 6.39%
Literature References: From bark and young branches of Genista sphaerocarpa Lam. (Retama sphaerocarpa (Lam.) Boiss.), Leguminosae. Isoln: Battandier, Malosse, Compt. Rend. 125, 360, 450 (1897); Ribas et al., An. Fis. Quim. 42, 516 (1946), C.A. 41, 4894c (1947). Structure: Bohlmann et al., Ber. 98, 659 (1965). Synthesis: Bohlmann et al., ibid. 653. Stereochemistry: Ribas et al., Tetrahedron Lett. 1965, 3181.
CAS Name: 7-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indole
Additional Names: kamassin
Percent Composition: C 80.80%, H 9.28%, N 9.92%
Literature References: From bark of Aspidosperma quebracho blanco Schlecht., Apocynaceae: Hesse, Ann. 211, 249 (1882); Field, J. Chem. Soc. 125, 1444 (1924). Identity with kamassin: Gellert, Witkop, Helv. Chim. Acta 35, 114 (1952). Structure: Witkop, J. Am. Chem. Soc. 79, 3193 (1957); Kny, Witkop, J. Org. Chem. 25, 635 (1960); Biemann, Spiteller, J. Am. Chem. Soc. 84, 4578 (1962). Crystal structure: C. Puglisi et al., Acta Crystallogr. B32, 1900 (1976). Total synthesis of dl-form: Stork, Dolfini, J. Am. Chem. Soc. 85, 2872 (1963); Ziegler et al., ibid. 91, 2342 (1969); Kutney et al., ibid. 92, 1727 (1970); V. S. Giri et al., J. Heterocycl. Chem. 17, 1133 (1980); S. Takano et al., Heterocycles 16, 247 (1981). Enantioselective synthesis: eidem, Chem. Commun. 1980, 616; 1981, 1153.
CAS Name: 1,5-Dihydroxy-2-methyl-6-[(6-O-b-D-xylopyranosyl-b-D-glucopyranosyl)oxy]-9,10-anthracenedione
Additional Names: 2-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-1,5-dihydr...
Literature References: From bark of Coprosma australis Forst. (C. grandifolia Hook.), Rubiaceae: Briggs, Dacre, J. Chem. Soc. 1948, 564. Structure: Briggs, Le Quesne, ibid. 1963, 3471. On acid hydrolysis yields the aglucone morindone. Synthesis and structure proof: B. Vermes et al., Phytochemistry 19, 119 (1980).
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