Synthesis of (±)-6,8-dimethoxy-3- pentadecylisochroman, its 1-hydroxy derivative and (±)-3,4-dihydro-6,8-dimethoxy-3- pentadecylisocoumarin related to peniolactol
Joint Authors
Source
The Arabian Journal for Science and Engineering
Issue
Vol. 20, Issue 4A (31 Aug. 1995), pp.693-698, 6 p.
Publisher
King Fahd University of Petroleum and Minerals
Publication Date
1995-08-31
Country of Publication
Saudi Arabia
No. of Pages
6
Main Subjects
Abstract EN
Straightforward high yield syntheses of the 6,8-dimethoxy-3-pentadecyl- isochroman (5), 6,8-dimethoxy-3-pentadecyl-l-hydroxyisochroman (6b) and hence of 3,4-dihydro-6,8-dimethoxy-3-pentadecylisocoumarin (7), related to the fungal metabolite peniolactol (lab) are reported.
Since direct cyclocondensation of 1 -(3,5- dimethoxyphenyl)heptadecan-2-ol (2,R=H) invariably afforded the bis-isochroman (8), the alcohol was converted to the formyl acetate (3).
Reduction of compound (3) afforded the hydroxymethyl acetate (4) which on hydrolysis gave isochroman (5).
Direct hydrolysis of formyl acetate (3) afforded the 1-hydroxyisochroman (6b) which was readily oxidized to the dihydroisocoumarin (7).
American Psychological Association (APA)
Said, Amir& Rama, Nasim Hasan. 1995. Synthesis of (±)-6,8-dimethoxy-3- pentadecylisochroman, its 1-hydroxy derivative and (±)-3,4-dihydro-6,8-dimethoxy-3- pentadecylisocoumarin related to peniolactol. The Arabian Journal for Science and Engineering،Vol. 20, no. 4A, pp.693-698.
https://search.emarefa.net/detail/BIM-394132
Modern Language Association (MLA)
Said, Amir& Rama, Nasim Hasan. Synthesis of (±)-6,8-dimethoxy-3- pentadecylisochroman, its 1-hydroxy derivative and (±)-3,4-dihydro-6,8-dimethoxy-3- pentadecylisocoumarin related to peniolactol. The Arabian Journal for Science and Engineering Vol. 20, no. 4A (Aug. 1995), pp.693-698.
https://search.emarefa.net/detail/BIM-394132
American Medical Association (AMA)
Said, Amir& Rama, Nasim Hasan. Synthesis of (±)-6,8-dimethoxy-3- pentadecylisochroman, its 1-hydroxy derivative and (±)-3,4-dihydro-6,8-dimethoxy-3- pentadecylisocoumarin related to peniolactol. The Arabian Journal for Science and Engineering. 1995. Vol. 20, no. 4A, pp.693-698.
https://search.emarefa.net/detail/BIM-394132
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references : p. 698
Record ID
BIM-394132