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21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate

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21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate Basic information
Product Name:21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate
Synonyms:21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate;Lucidusculine;12,3,6a-Ethanylylidene-9,11a-methanoazuleno[2,1-b]azocine-6,8,11-triol, 1-ethyltetradecahydro-3-methyl-10-methylene-, 11-acetate, (3R,6S,6aR,6bR,8S,9R,11R,11aR,12R,12aR,14R)-
CAS:5008-49-1
MF:C24H35NO4
MW:401.54
EINECS:
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Mol File:5008-49-1.mol
21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate Structure
21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate Chemical Properties
Melting point 170-10C
Safety Information
MSDS Information
21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate Usage And Synthesis
DescriptionThis atisine alkaloid, obtained from Aconitum lucidusculum and A. yeosoensis, was originally given the empirical formula C24H3704N, later changed to that given above. The base crystallizes in colourless leaflets from MeOH and has [α]D- 95.5° (CHCI3). All of the salts crystallize well: the hydrochloride monohydrate, m.p. 98-115°C or 245-265°C (dry, dec.); the hydrobromide, m.p. 248-2500C; [α]20D - 62.7° (H20); the hydriodide as orthorhombic crystals, m.p. 249-2500C; perchlorate decomposing at 260-5°C; [α]15D - 70.3° (EtOH); methiodide, m.p. 197°C; [α]15D - 65° (EtOH) and the picrate, m.p. 173-6°C. The alkaloid contains a secondary and a tertiary hydroxyl group and forms the monoacetate as the crystalline trihydrate, m.p. 113-7°C or 139-144°C (dry); [α]15D- 50.4° (H20). On alkaline hydrolysis, the alkaloid yields acetic acid and Luciduline (q.v.).
ReferencesMajima, Morio.,Proc. Imp. Acad. Tokyo, 7,351 (1931)
Majima, Morio., Ber., 65, 599 (1932)
Suginome, Amiya, Shima., Bull. Chem. Soc., Japan, 32, 824 (1959) V Crystal structure:
Yoshino, Iitaka., Acta Cryst., 21,57 (1966)
21-Ethyl-4-methyl-16-methylene-7,20-cycloveatchane-1α,12α,15β-triol 15-acetate Preparation Products And Raw materials
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