
CAS Name: (9R,10R)-rel-9,10,18-Trihydroxyoctadecanoic acid
Additional Names: 9,10,18-trihydroxystearic acid
Percent Composition: C 65.02%, H 10.91%, O 24.06%
Literature References: Isolation from cork: Seoane, Ribas, An. R. Soc. Esp. Fis. Quim. 47B, 61 (1951), C.A. 46, 89i (1952); 51, 8651a (1957); Ribas, Seoane, ibid. 50B, 963 (1954), C.A. 50, 806f (1956); Brown, Rosen, US 2872464 (1959 to Crown Cork). Structure: Seoane et al., Chem. Ind. (London) 1957, 490; An. R. Soc. Esp. Fis. Quim. 55B, 839 (1959); Duhamel, Bull. Soc. Chim. Fr. 1965, 399.
CAS Name: 3,4-Dihydro-2,7-dimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
Additional Names: 2,7-dimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol; 7-methyltocol
Percent Compositio...
Literature References: Isolation from rice: Green, Marcinkiewicz, Nature 177, 86 (1956). Synthesis: McHale et al., J. Chem. Soc. 1958, 1600; Green et al., ibid. 1959, 3374; Marcinkiewicz et al., ibid. 3377.
CAS Name: 3,4-Dihydro-2,7-dimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
Additional Names: 2,7-dimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol; 7-methyltocol
Percent Compositio...
Literature References: Isolation from rice: Green, Marcinkiewicz, Nature 177, 86 (1956). Synthesis: McHale et al., J. Chem. Soc. 1958, 1600; Green et al., ibid. 1959, 3374; Marcinkiewicz et al., ibid. 3377.
CAS Name: 6,7-Dimethoxy-2H-1-benzopyran-2-one
Additional Names: 6,7-dimethoxycoumarin; esculetin dimethyl ether
Percent Composition: C 64.08%, H 4.89%, O 31.04%
Literature References: Isolation from Zanthoxylum and Artemisia spp: Araki, Miyashita, J. Pharm. Soc. Jpn. 48, 437 (1928); Sera, Shibuye, C.A. 24, 5742 (1930); Parihar, Dutt, Proc. Indian Acad. Sci. 25A, 153 (1947); King et al., J. Chem. Soc. 1954, 1392; Singh et al., J. Sci. Ind. Res. 15B, 190 (1956); Ban¢kovskaya, Ban'kovskaya, C.A. 55, 17776c (1961). Structure and synthesis: Singh et al., Chem. Ind. (London) 1954, 1294. Improved synthesis: R. S. Mali et al., Indian J. Chem. 21B, 759 (1982).
CAS Name: (3b,25R)-3-Hydroxyspirost-5-en-12-one
Additional Names: 20a,22a,25D-spirost-5-en-3b-ol-12-one; botogenin
Percent Composition: C 75.66%, H 9.41%, O 14.93%
Literature References: Isoln from acid hydrolysis mixture of sapogenins of Dioscorea mexicana: Marker, Lopez, J. Am. Chem. Soc. 69, 2397 (1947); from crude sapogenin mixture extracted from tubers of D. spiculiflora, Dioscoreaceae: Walens et al., J. Org. Chem. 22, 182 (1957); Townley, US 2954374 (1960 to Schering); from Heloniopsis orientalis (Thunb.) C. Tanaka, Liliaceae: Okanishi et al., Chem. Pharm. Bull. 10, 1195 (1962). Structure: Walens et al., US 2830986 (1958 to USDA).
CAS Name: (1a,12a,15b)-21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1,12-15-triol
Additional Names: luciculine
Percent Composition: C 73.50%, H 9.25%, N 3.90%, O 13.35%
Literature References: Isoln from Aconitum napellus L., Ranunculaceae: Freudenberg, Rogers, J. Am. Chem. Soc. 59, 2572 (1937); Jacobs, Craig, J. Biol. Chem. 143, 611 (1942). The product obtained by these isoln procedures is a mixture of at least three compounds. Structure: Wiesner, Valenta, Fortschr. Chem. Org. Naturst. 16, 53 (1958). Related stereochemical studies: Okamoto et al., Chem. Pharm. Bull. 13, 1270 (1963). Total synthesis of racemic napelline: Wiesner et al., Can. J. Chem. 52, 2353, 2355 (1974); S. P. Sethi et al., ibid. 58, 1889 (1980).
CAS Name: 1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Additional Names: peganine
Percent Composition: C 70.19%, H 6.43%, N 14.88%, O 8.50%
Literature References: Isoln from Adhatoda vasica Nees, Acanthaceae: Hooper, Pharm. J. 18, 841 (1888); Sen, Ghose, J. Indian Chem. Soc. 1, 315 (1924); Mehta et al., J. Org. Chem. 28, 445 (1963). Isoln from Peganum harmala L., Zygophyllaceae: Späth, Nikawitz, Ber. 67, 45 (1934); Späth, Kuffner, ibid. 67, 868 (1934). Structure and synthesis: Späth et al., ibid. 68, 699 (1935); Späth, Platzer, ibid. 69, 255 (1936). Synthesis of dl-vasicine: Southwick, Casanova, J. Am. Chem. Soc. 80, 1168 (1958). Reviews: Späth, Monatsh. Chem. 72, 115 (1938); H. T. Openshaw, "The Quinazoline Alkaloids" in The Alkaloids vol. III, R. H. F. Manske, H. L. Holmes, Eds. (Academic Press, New York, 1953) pp 101-118; Ray, J. Indian Chem. Soc. 35, 697 (1958).
CAS Name: (3a,5a,11b)-3,11,17,21-Tetrahydroxypregnan-20-one
Additional Names: 3a,11b,17,21-tetrahydroxy-5a-pregnan-20-one; 3a,11b,17,21-tetrahydroxy-20-oxo-5a-pregnane; 17-(1-keto-2-hydroxyethy...
Literature References: Isoln from adrenal cortex: Mason et al., J. Biol. Chem. 124, 459 (1938); Kuizenga, Cartland, Endocrinology 24, 526 (1939); v. Euw, Reichstein, Helv. Chim. Acta 25, 988 (1942); v. Euw et al., ibid. 41, 1516 (1958). Prepn by hydrogenation of cortisol with rhodium: Caspi, J. Org. Chem. 24, 669 (1959); from bismethylenedioxyhydrocortisone: Fukushima, Daum, ibid. 26, 520 (1961).
CAS Name: 5a-Pregnane-3b,17,20b-triol
Additional Names: 3b,17,20b-trihydroxy-5a-pregnane; 17-(1-hydroxyethyl)androstane-3,17-diol; Reichstein's substance J
Percent Composition: C 74.95%, H 1...
Literature References: Isoln from adrenal cortex: Reichstein, Helv. Chim. Acta 19, 1126 (1936); Steiger, Reichstein, ibid. 21, 546 (1938). Prepn from 3b-acetoxy-16a,17a-oxido-20-oxo-5-allopregnane: Plattner et al., ibid. 31, 2210 (1948); GB 665254 (1952 to Ciba); from 3b-acetoxy-17a-hydroxyallopregnan-20-one: Fukushima, Meyer, J. Org. Chem. 23, 174 (1958).
CAS Name: Pregnane-3,17,20,21-tetrol
Additional Names: 3b,17,20b,21-tetrahydroxy-5a-pregnane; 17-(1,2-dihydroxyethyl)androstane-3,17-diol; Reichstein's substance K
Percent Composition: C 71....
Literature References: Isoln from adrenal cortex: Steiger, Reichstein, Helv. Chim. Acta 21, 546 (1938). Prepn by reduction of allopregn-17-ene-3,17-diol 3,21-diacetate with osmium tetroxide: Serini et al., Ber. 72, 391 (1939).
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