
CAS Name: 17a-Hydroxy-20a-yohimban-16b-carboxylic acid methyl ester
Additional Names: corynanthidine; isoyohimbine; mesoyohimbine; rauwolscine
Percent Composition: C 71.16%, H 7.39%, N 7.90%...
Literature References: From bark of Corynanthe johimbe K. Schum., Rubiaceae: Hahn, Brandenburg, Ber. 60, 669 (1927); Wilbaut, van Gastel, Rec. Trav. Chim. 54, 88 (1935); from Rauwolfia canescens L., Apocynaceae: Mookerjee, J. Indian Chem. Soc. 18, 33 (1941), C.A. 35, 7967 (1941); Stoll et al., Helv. Chim. Acta 38, 270 (1955). Identity with corynanthidine: Janot, Goutarel, Bull. Soc. Chim. Fr. 1946, 535. Identity with isoyohimbine: Heinemann, Ber. 60, 15 (1934). Identity with rauwolscine: Chatterjee et al., Chem. Ind. (London) 1954, 491. Structure and stereochemistry: Le Hir et al., Bull. Soc. Chim. Fr. 1953, 1027; Wenkert, Liu, Experientia 11, 302 (1955); Aldrich et al., J. Am. Chem. Soc. 81, 2481 (1959); Janot et al., Bull. Soc. Chim. Fr. 1961, 637. Total synthesis: Töke et al., J. Org. Chem. 38, 2496 (1973).
CAS Name: 17-Hydroxyyohimban-16-carboxylic acid methyl ester
Additional Names: alloyohimbine; dihydroyohimbine
Percent Composition: C 71.16%, H 7.39%, N 7.90%, O 13.54%
Literature References: From bark of Corynanthe johimbe K. Schum., Rubiaceae: Warnat, Ber. 59, 2388 (1926); Hahn, Brandenberg, ibid. 60, 699 (1927). Identity with dihydroyohimbine: Heinemann, ibid. 67, 15 (1934). Structure and stereochemistry: LeHir et al., Bull. Soc. Chim. Fr. 1953, 1027; Janot et al., ibid. 1961, 637. Revised structure and total synthesis: Töke et al., J. Org. Chem. 38, 2496 (1973). Total synthesis: E. Wenkert et al., J. Am. Chem. Soc. 101, 5370 (1979). Review: A. Chatterjee et al., "Rauwolfia Alkaloids" in Zechmeister, Progress in the Chemistry of Organic Natural Products vol. XIII (Springer Verlag, Vienna, 1956) pp 354-356.
CAS Name: 3-(Acetyloxy)-1-[2-(3-furanyl)-2-hydroxyethyl]decahydro-5,6-dihydroxy-2,4a,5-trimethyl-1-naphthalenecarboxaldehyde
Percent Composition: C 64.69%, H 7.90%, O 27.42%
Literature References: From bark of Croton eluteria (L.) Sw., Euphorbiaceae. Isoln: Duval, J. Pharm. 8, 91 (1845); Mylius, Ber. 6, 1051 (1873); Naylor, Littlefield, Pharm. J. 57, 95 (1896). Structure and stereochemistry: McEachan et al., J. Chem. Soc. B 1966, 633.
CAS Name: 6,6'-Dimethoxy-2-methyloxyacanthan-7,12'-diol
Additional Names: trilobamine
Percent Composition: C 72.39%, H 6.25%, N 4.82%, O 16.53%
Literature References: From bark of Daphnandra micrantha Benth., Monimiaceae. Isoln: Pyman, J. Chem. Soc. 105, 1679 (1914). Identity with trilobamine: Bick et al., ibid. 1949, 2767. Structure: Bick et al., ibid. 1960, 4928.
CAS Name: [5aS-(5aa,9ab,9ba)]-5,5a,6,7,8,9,9a,9b-Octahydro-6,6,9a-trimethylnaphtho[1,2-c]furan-1(3H)-one
Percent Composition: C 76.88%, H 9.46%, O 13.66%
Literature References: From bark of Drimys winteri Forst., Magnoliaceae: Appel, Dohr, Scientia 25, 137 (1958); C.A. 54, 4663f (1960). Structure and stereochemistry: Appel et al., J. Chem. Soc. 1960, 4685. Synthesis: Wenkert, Strike, J. Am. Chem. Soc. 86, 2044 (1964); Yamagawa, et al., Synthesis 1970, 257; M. Jallali-Naini et al., Tetrahedron Lett. 22, 2995 (1981).
Percent Composition: C 76.92%, H 9.68%, N 4.08%, O 9.32%
Literature References: From bark of Garrya veatchii Kellog, Garryaceae, where it occurs together with veatchine and other alkaloids: Oneto, J. Am. Pharm. Assoc. 35, 204 (1946); Wiesner et al., Can. J. Chem. 30, 608 (1952). Structure: Wiesner et al.: J. Am. Chem. Soc. 76, 6068 (1954); Djerassi et al., ibid. 77, 4801 (1955). Stereochemistry: Solo, Pelletier, Chem. Ind. (London) 1960, 1108. Racemic syntheses and resolution: Masamune, J. Am. Chem. Soc. 86, 290 (1964); Nagata et al., ibid. 929, 89, 1499 (1967); Guthrie et al., Collect. Czech. Chem. Commun. 31, 602 (1966).
CAS Name: Curan-17-ol
Additional Names: pereirine
Percent Composition: C 76.47%, H 8.78%, N 9.39%, O 5.36%
Literature References: From bark of Geissospermum vellosii Allem., Apocynaceae: Hesse, Ann. 202, 141 (1880); Bertho, Moog, ibid. 509, 241 (1934). Identity with pereirine: Bertho, Koll, Naturwissenschaften 48, 49 (1961). Structure: Janot et al., Compt. Rend. 250, 4383 (1960); Bertho, Koll Ber. 94, 2737 (1961). Synthesis: Hymon, Schmid, Helv. Chim. Acta 49, 2067 (1966); of dl-form: Dadson, Harley-Mason, Chem. Commun. 1969, 665; Harley-Mason, Taylor, ibid. 1970, 812.
CAS Name: Sarpagan-17-al
Additional Names: velosimine
Percent Composition: C 78.05%, H 6.89%, N 9.58%, O 5.47%
Literature References: From bark of Geissosperum vellosii Allem., Apocynaceae: Rapoport et al., J. Am. Chem. Soc. 80, 1601 (1958). Structure: Rapoport, Moore, J. Org. Chem. 27, 2981 (1962); Ohashi et al., Tetrahedron 19, 2241 (1963).
CAS Name: 2-C-[[(3,4,5-Trihydroxybenzoyl)oxy]methyl]-D-ribofuranose 5-(3,4,5-trihydroxybenzoate)
Additional Names: 2-C-(hydroxymethyl)-D-ribofuranose 2',5-digallate
Percent Composition: C 49...
Literature References: From bark of Hamamelis virginiana L., Hamamelidaceae: Grüttner, Arch. Pharm. 236, 278 (1898); from bark of Castanea dentata (Marsh.) Borkh., Fagaceae: Mayer, Kunz, Naturwissenschaften 46, 206 (1959). Structure: Mayer et al., Ann. 688, 232 (1965). Synthesis: Ezekiel et al., Carbohydr. Res. 11, 233 (1969).
CAS Name: (7aR)-6,7,7a,8-Tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-12-ol
Additional Names: 1,2-(methylenedioxy)-6ab-aporphin-11-ol
Percent Composition: C 73.20%, H 5...
Literature References: From bark of Laurelia novaezelandiae A. Cunn, Lauraceae. Isoln: Aston, J. Chem. Soc. 97, 1381 (1910); Bernauer, Helv. Chim. Acta 50, 1583 (1967). Structure: Barger, Giradet, ibid. 14, 481, 504 (1931); Barger, Schlittler, ibid. 15, 381 (1932). Total synthesis: Zymalkowski, Happel, Tetrahedron Lett. 1969, 219; Ber. 102, 2959 (1969); Kametani et al., J. Chem. Soc. Perkin Trans. 1 1972, 1435.
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