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| (13R,13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13β-ol Basic information |
Product Name: | (13R,13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13β-ol | Synonyms: | (13R)-5,8,13,13aα-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13-ol;(13R,13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13β-ol;9,10-Dimethoxy-2,3-(methylenedioxy)-13aα-berbin-13β-ol;Ophiocarpine;l-Ophiocarpine;6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13-ol, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13R,13aR)- | CAS: | 478-13-7 | MF: | C20H21NO5 | MW: | 355.38 | EINECS: | | Product Categories: | | Mol File: | 478-13-7.mol | |
| (13R,13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13β-ol Chemical Properties |
Melting point | 188°C | Boiling point | 517.6±50.0 °C(Predicted) | density | 1.41±0.1 g/cm3(Predicted) | pka | 13.38±0.20(Predicted) |
| (13R,13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13β-ol Usage And Synthesis |
Description | This protoberberine alkaloid is the major constituent of Corydalis ophiocarpa
Hook. It has [α] 24
D - 284° (CHC13) and yields a sparingly soluble hydrochloride;
a methiodide, m.p. 271°C (dec.) and the O-acetate, m.p. l41-3°C (165-7°C). It
contains two methoxyl groups and one methylenedioxy group and when boiled
with HCl furnishes a yellow base which, on oxidation with iodine and subsequent
reduction, is converted into (±)-Canadine (q.v.). The alkaloid is therefore 13-
hydroxycanadine, a structure confirmed by its oxidation to 6:7-methylenedioxy_x0002_l-keto-1: 2: 3 :4-tetrahydroisoquinoline (noroxyhydrastinine), m.p. 183°C, with
KMn04' The optically inactive form crystallizes as colourless needles from
MeOH-CHC13 , m.p. 252°C and also gives an O-acetate as needles from petroleum
ether, m.p. 172-4°C. | References | Manske., Can. J. Res., 17B, 51 (1939) Govindachari, Rajaduvai., J. Chern. Soc., 557 (1957) Ohta, Toni, Morozumi., Tetrahedron Lett., 859 (1963) |
| (13R,13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-13β-ol Preparation Products And Raw materials |
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