SYNTHESIS OF R-(+)- AND S-(-)-8-HYDROXY-2-(N,N-DIPROPYLAMINO)-[2-H-3] TETRALIN - HCL (8-OH-DPAT) A 5HT1A RECEPTOR AGONIST

被引：2
|
作者：
ACKLAND, MJ
DRING, LG
JONES, JR
GILON, N
机构：
[1] UNIV SURREY,GUILDFORD GU2 5XH,SURREY,ENGLAND
[2] EHICS,STRASBOURG,FRANCE
来源：
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1991年 / 29卷 / 08期
关键词：
S-(-)-8-HYDROXY-2-(N; N-DIPROPYLAMINO)-[2-H-3]TETRALIN; R-(+)-8-HYDROXY-2-(N; 8-OH-DPAT; TRITIUM LABELING; CHIRAL MOBILE PHASE CHROMATOGRAPHY; Z-GLYCYL-L-PROLINE;
D O I：
10.1002/jlcr.2580290807
中图分类号：
Q5 [生物化学];
学科分类号：
071010 ; 081704 ;
摘要：
The title compounds were synthesised in 7 steps from 1,7-dihydroxynaphthalene as follows: 1,7-dihydroxynaphthalene was methylated and subjected to a Birch reduction to yield 8-methoxy-2-tetralone. Reductive amination with sodium cyanoboro[H-3]hydride and n-propylamine gave 8-methoxy-2-(n-propylamino)-[2-H-3]tetralin which was acylated and reduced to give (+/-) 8-methoxy-2-(N,N-dipropylamino)-[2-H-3]tetralin. Treatment with conc. HCl gave (+/-)-8-hydroxy-2-(N,N-dipropylamino)-[2-H-3]tetralin. The racemate was then resolved by chiral mobile phase chromatography.
引用
收藏
页码：909 / 918
页数：10
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