Chemical Property of (1R,8aα,9S)-6β-[(Dimethylamino)methyl]-1,5a,6,7,8,8a-hexahydro-5aα-methyl-9-isopropyl-1,4α-methano-2H-cyclopent[d]oxepine-2,5(4H)-dione
Chemical Property:
- Melting Point:86.5 - 88 °C
- PSA:46.61000
- LogP:1.97700
- Purity/Quality:
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Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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Useful:
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Description
Present in Dendrobiurn nobile, this alkaloid forms colourless crystals from
MeOH. It yields a crystalline hydrochloride, m.p. 206-8°C and the methiodide,
m.p. 275-6°C. Treatment of the free base with alcoholic KOH followed by HCI
gives isonobiline hydrochloride, m.p. l83-5°C. LiAIH4 furnishes an amorphous
tril whereas NaBH4 in tetrahydrofuran gives the amorphous hydroxynobiline
which is converted into hydroxyisonobiline, m.p. 217 -9°C under the same
conditions as given above for the alkaloid. Hofmann degradation of nobiline
methiodide yields trimethylamine and deaminonobiline, m.p. l79-183°C. The
structure given above for the alkaloid has been suggested on the basis of these
chemical reactions and spectroscopic evidence.