[1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol
[1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol Basic information
- Product Name:
- [1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol
- Synonyms:
-
- [1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol
- Limacusine
- 2H-1,24:12,15-Dietheno-6,10-metheno-16H-pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinolin-22-ol, 3,4,4a,5,16a,17,18,19-octahydro-9,21,25-trimethoxy-4,17-dimethyl-, (4aR,16aR)-
- CAS:
- 10172-03-9
- MF:
- C37H40N2O6
- MW:
- 608.72
- Mol File:
- 10172-03-9.mol
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[1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol Chemical Properties
- Melting point:
- 235-7°C
- Boiling point:
- 709.7±60.0 °C(Predicted)
- Density
- 1.204±0.06 g/cm3(Predicted)
- pka
- 9.38±0.20(Predicted)
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[1R,(+)]-6,6',12'-Trimethoxy-2,2'-dimethyloxyacanthan-7-ol Usage And Synthesis
Description
A second bisbenzylisoquinoline base from Limacia cuspidata (Miers.) Hook. f. et Thorn., the alkaloid is separated from the accompanying !imacine by chromato? graphy on a silica column. It crystallizes in colourless prisms from MeOH-Me2 CO and has [α]D + 110° (CHCI3). One hydroxyl group is present and the alkaloid yields the O-methyl ether as colourless needles, m.p. 210-2° C; [α]D + 90°, (CHCI3), shown to be identical with N-methyl-dihydroepistephanine B. The structure has been established by chemical interconversions with limacine and cuspidaline (q.v.).
References
Tomita, Furukawa., Tetrahedron Lett., 4293 (I 966)
Structure:
Tomita, Furukawa, Fukagawa., l. Pharm. Soc., lapan, 87,793 (I967)