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| | nuttaline Basic information |
| Product Name: | nuttaline | | Synonyms: | nuttaline;(2S,7α,7aβ,14α,14aα)-Dodecahydro-2-hydroxy-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one;Nuttalline;7,14-Methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one, dodecahydro-9-hydroxy-, (7S,7aR,9S,14S,14aS)- | | CAS: | 23360-87-4 | | MF: | C15H24N2O2 | | MW: | 264.36 | | EINECS: | | | Product Categories: | | | Mol File: | 23360-87-4.mol |  |
| | nuttaline Chemical Properties |
| | nuttaline Usage And Synthesis |
| Description | A major constituent of Lupinus nuttallii, this alkaloid is dextrorotatory with
[α] 24
D + 25.3 ± 0.9° (c 2.0, EtOH). It has been characterized as the perchlorate,
m.p. l70-2°C. Prolonged treatment with NaBH4 yields (-)-4/3-hydroxysparteine,
yielding a perchlorate, m.p. 248-2500 C. Oppenauer oxidation of the alkaloid
gives 2:4-dioxosparteine. The structure has been established by treatment of the
base with P20 S to give (+)-2-oxo-3:4-didehydrosparteine which, on catalytic
hydrogenation is converted into deoxynuttalline, identified as (+ )-lupanine by
comparison with an authentic specimen. | | References | Goldberg, Balthis., 1. Chern. Soc., D, 660 (1969) |
| | nuttaline Preparation Products And Raw materials |
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