
CAS Name: 6,7,8,9-Tetrahydro-4-methoxy-9-methyl-1,3-dioxolo[4,5-h]isoquinoline
Percent Composition: C 65.14%, H 6.83%, N 6.33%, O 21.69%
Literature References: From mescal buttons [Lophophora williamsii (Lemaire) Coult. (Anhalonium lewinii Henn.), Cactaceae] also in Ariocarpus, in Gymnocalycium gibbosum. Synthesis of dl-form and resolution: Späth, Kesztler, Ber. 68, 1663 (1935); Brossi et al., J. Am. Chem. Soc. 93, 6248 (1971). Configuration: Battersby, Edwards, J. Chem. Soc. 1960, 1214.
CAS Name: 1,2,3,4-Tetrahydro-6,7-dimethoxy-1-methyl-8-isoquinolinol
Additional Names: 6,7-dimethoxy-8-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
Percent Composition: C 64.55%, H 7.67%, ...
Literature References: From mescal buttons, the buds of Lophophora williamsii (Lemaire) Coult. (Anhalonium lewinii Henn.) Cactaceae: Heffter, Ber. 27, 2975 (1894); 29, 221 (1896); Kauder, Arch. Pharm. 237, 190 (1899). Structure and synthesis from 3-acetoxy-4,5-dimethoxy-N-acetylphenethylamine: Späth, Passl, Ber. 65, 1778 (1932); from mescaline: Brossi et al., Helv. Chim. Acta 47, 2089 (1964). Biosynthesis: Kapadia et al., J. Am. Chem. Soc. 92, 6943 (1970).
Additional Names: Sekisanine; sekisanoline; ungernine
Percent Composition: C 65.24%, H 6.39%, N 4.23%, O 24.14%
Literature References: From Narcissus tazetta L., Lycoris radiata Herb., Ungernia sewerzowi (Rgl.) Fedtsch., and other Amaryllidaceae: Späth, Kahovec, Ber. 67, 1501 (1934). Structure and stereochemistry: Ikeda et al., J. Chem. Soc. 1956, 4749. Abs config: Highet, Highet, Tetrahedron Lett. 1966, 4099. Synthesis: Hendrickson et al., J. Am. Chem. Soc. 92, 5538 (1970); Tsuda et al., Tetrahedron Lett. 1972, 3153. Biosynthesis: Fales, Wildman, J. Am. Chem. Soc. 86, 294 (1964). Identity with sekisanine and sekisanoline: Ikeda et al., loc. cit. Stereospecific total synthesis: Hendrickson et al., J. Am. Chem. Soc. 96, 7781 (1974); S. Danishefsky et al., ibid. 102, 2838 (1980); 104, 7591 (1982).
CAS Name: [3R-(3a,3aa,8aa)]-2,3,4,5,8,8a-Hexahydro-6,8a-dimethyl-3-(1-methylethyl)-3a(1H)-azulenol
Additional Names: 2,3,4,5,8,8a-hexahydro-3-isopropyl-6,8a-dimethyl-3a(1H)-azulenol
Percent ...
Literature References: From oil of carrot seeds, Daucus carota L., Umbelliferae: Asahina, Tsukamoto, J. Pharm. Soc. Jpn. 525, 961 (1925), C.A. 20, 2845 (1926); Sorm et al., Collect. Czech. Chem. Commun. 16, 47 (1951); Pigulevskii, Kovaleva, Zh. Prikl. Khim. 32, 2703 (1959). Structure: Sykora et al., Collect. Czech. Chem. Commun. 26, 788 (1961); Zalkow et al., J. Org. Chem. 26, 981 (1961). Stereochemistry: Levisalles, Rudler, Bull. Soc. Chim. Fr. 1964, 2020; 1967, 2059. Synthesis of (+)-form: DeBroissia et al., ibid. 1972, 4314; eidem, Chem. Commun. 1972, 855.
CAS Name: Octahydro-6,8a-dimethyl-3-(1-methylethyl)-1H-3a,6-epoxyazulen-7-ol
Additional Names: 2,3,4,5,6,7a,8,8a-octahydro-3-isopropyl-6,8a-dimethyl-1H-3a,6-epoxyazulen-7-ol
Percent Composit...
Literature References: From oil of carrot seeds, Daucus carota L., Umbelliferae: Richter, Arch. Pharm. 247, 391 (1909). Structure: Sykora et al., Collect. Czech. Chem. Commun. 26, 788 (1961); Zalkow et al., J. Org. Chem. 26, 981 (1961). Stereochemistry: Levisalles, Rudler, Bull. Soc. Chim. Fr. 1964, 2020; 1967, 2059. Synthesis of (-)-form: DeBroissia et al., Chem. Commun. 1972, 855; eidem, Bull. Soc. Chim. Fr. 1972, 4314.
CAS Name: 4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one
Additional Names: 7-methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one; fumarine; macleyine...
Literature References: From opium: Hesse, Ber. 4, 693 (1871); also from the herb Fumaria officinalis L., Chelidonium majus L., and many other Papaveraceae and Fumariaceae: Manske in The Alkaloids vol. IV, R. H. F. Manske, H. L. Holmes, Eds. (Academic Press, New York, 1954) pp 157-159. Structure: Perkin, Jr., J. Chem. Soc. 109, 815 (1916); Gadamer, Bruchhausen, Arch. Pharm. 260, 97 (1922); Mottus et al., Can. J. Chem. 31, 1144 (1953); Anet, Marion, ibid. 32, 452 (1954). Synthesis: Haworth, Perkin, J. Chem. Soc. 1926, 1769. Crystal structure: Hall, Ahmed, Acta Crystallogr. 24B, 337 (1968).
CAS Name: (7aS)-6,7,7a,8-Tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline
Additional Names: aporheine; 1,2-methylenedioxyaporphine; (+)-roemerine
Percent Composition: C 77...
Literature References: From Papaver dubium L., Papaveraceae: Pavesi, Gazz. Chim. Ital. 37 I, 629 (1907); 44 I, 398 (1914). Structure and identity with (+)-roemerine: Slavik, Collect. Czech. Chem. Commun. 28, 1738 (1963). Synthesis of dl-roemerine: Marion, Grassie, J. Am. Chem. Soc. 66, 1290 (1944).
CAS Name: 2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol
Additional Names: 3,3',4,4',5,7-flavanhexol; 3,3',4,4',5,7-hexahydroxyflavane; leucocyanidol
Trademarks: Flavan (...
Literature References: From petals of Asiatic cotton flowers (Gossypium spp): Stephens, Arch. Biochem. Biophys. 18, 449 (1948); from Butea frondosa Koen. ex Roxb., Leguminosae: Ganguly, Seshadri, Tetrahedron 6, 21 (1959). Prepn from quercetin: Bauer et al., Chem. Ind. (London) 1954, 433; from taxifolin: Freudenberg, Weinges, Ann. 613, 61 (1958). Metabolism: Claveau, Masquelier, Can. J. Pharm. Sci. 1, 74 (1966). See also Bioflavonoids.
CAS Name: (8S-cis)-3-Methylbutanoic acid 8,9-dihydro-8-[1-methyl-1-(3-methyl-1-oxobutoxy)ethyl]-2-oxo-2H-furo[2,3-h]-1-benzopyran-9-yl ester
Additional Names: isovaleric acid diester with 8,9-d...
Literature References: From Peucedanum oreoselinum (L.) Moench (Athamanta oreoselinum L.), Ammi visnaga Lam., Umbelliferae. Isoln: Schnedermann, Winckler, Ann. 51, 315 (1844). Structure: Halpern et al., Helv. Chim. Acta 40, 758 (1957). Absolute configuration: Nakazaki et al., Tetrahedron Lett. 1966, 4735.
Percent Composition: C 72.64%, H 8.81%, N 5.65%, O 12.90%
Literature References: From Pilocereus sargentianus Orcutt, Lophocereus schottii Britt. and Rose, Cactaceae. Isoln: Heyl, Arch. Pharm. 239, 451 (1901); Djerassi et al., J. Am. Chem. Soc. 75, 3632 (1953). Structure: eidem, ibid. 84, 3210 (1962). Biosynthesis: Schütte, Seelig, Ann. 730, 186 (1969); O'Donovan et al., J. Chem. Soc. C 1971, 2398.
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