Title:
PRODUCTION OF INTRAMOLECULARLY COUPLED FORM AND PRODUCTION OF GALANTHAMINE-TYPE AMARYLLIDACEAE ALKALOID
Document Type and Number:
Japanese Patent JP3839560
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To obtain an intramolecularly coupled compound by reaction of a phenol derivative with a hypervalent iodine (III) reagent, and to obtain the subject alkaloid by using the above compound.
SOLUTION: This intramolecularly coupled compound of formula II is obtained by reaction of a phenol derivative of formula I (R1 and R2 are each H or a hydrocarbon; R3 is an organosilicon group; R4 is an organic oxygen- contg. group) with a hypervalent iodine(III) reagent, phenyl iodine(III)bis(trifluoroacetate) in a solvent such as trifluoroethanol at -50 to 10°C. A galanthamine-type alkaloid of formula III is obtained, for example, by deprotection of the catechol site of the above intramolecularly coupled compound followed by methylating the phenolic hydroxyl group. By using the hypervalent iodine reagent, the other objective galanthamine-type Amaryllidaceae alkaloid derivative can be easily obtained.
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Inventors:
Yasuyuki Kita
Takada Takeshi
Mitsuhiro Arisawa
Takada Takeshi
Mitsuhiro Arisawa
Application Number:
JP23996197A
Publication Date:
November 01, 2006
Filing Date:
September 04, 1997
Export Citation:
Assignee:
Japan Science and Technology Agency
International Classes:
A61K31/695; A61P25/00; C07F7/10; A61P25/04; A61P43/00; (IPC1-7): C07F7/10; //A61K31/695; A61K31/695; A61K31/695; C07M7:00
Foreign References:
| WO1997025330A1 |
Other References:
European Journal of Medicinal Chemistry (1992), Vol.27 No.7, p.673-687
Attorney, Agent or Firm:
Toshio Nishizawa