• Title/Summary/Keyword: Dihydropyran

Search Result 12, Processing Time 0.032 seconds

Development of New Dihydropyran Linker for Solid-Phase Reaction

  • Ryu, Joon-Hyung;Jeong, Jin-Hyun
    • Archives of Pharmacal Research
    • /
    • v.22 no.6
    • /
    • pp.585-591
    • /
    • 1999
  • The linker which plays a role in connecting a polymer with a scaffold has become an important part n solid-phase reaction. To develop a new linker for alcohols and carbohydrates, dihydropyran moiety was selected in this study. New linker, 1-($4^{l},5^{l}$-dihydro-5H-pyranyl)-7-hydroxyheptan-3-one (5) was synthesized via four steps from $\delta$-valerolactone. This can be called as DDHP-linked Wang resin due to double dihy-dropyran rings. To the one pyran ring of new linker 5 was added Wang resin and other alcohols and carbohydrates as scaffolds were then added successfully to the another pyran ring. Carbohydrate and hydroxyl resins were connected via new linker in a 70% loading yield. The detachment of glucose moiety in the presence of PPTS (2 equiv.) in 1:1 n-buteanol/1,2-dichloroethane at $60^{\circ}C$ for 12 h was carried out quantitatively. When certain combinatorial chemical works are carried out using this dihydropyran linker, Wang resin itself can be recovered. Its fact is particularly very important in industry, because recovered resins can be recycled.

  • PDF

Acetyl Chloride-mediated Mild and Chemoselective Attachment and Removal of Tetrahydropyranyl (THP) Group

  • Yeom, Chang-Eun;Shin, Yong-Je;Kim, B.-Moon
    • Bulletin of the Korean Chemical Society
    • /
    • v.28 no.1
    • /
    • pp.103-107
    • /
    • 2007
  • A mild, chemoselective and convenient method for the formation and deprotection of tetrahydropyranyl ethers is described. With 1-5 mol% of acetyl chloride and slightly excess dihydropyran in methylene chloride or in neat dihydropyran, the formation of THP ethers from the corresponding alcohols was accomplished in the presence of many acid-sensitive functional groups. Efficient cleavage of THP ethers was also accomplished with the same reagent by switching the solvent to methanol.

Study on Synthesis of Methyl-7-iodoheptanoate (Methyl-7-oidoheptanoate의 합성에 관한 연구)

  • 심영섭;최종욱;김완주;박호군;박영숙
    • YAKHAK HOEJI
    • /
    • v.30 no.6
    • /
    • pp.348-351
    • /
    • 1986
  • New synthetic method for methyl-7-iodoheptanoate was studied. Methyl-7-iodoheptanoate is important compound in the synthesis codlemone, the sex pheromone of codling moth which doing harm to apple tree significantly, and this compound also be used essentially in the synthesis of prostaglandin derivatives. In previous the methyl-7-iodoheptanoate has been prepared from-7-chloroheptanoic acid as a starting material with disadvantage, since the 7-chloroheptanoic acid is expensive and the process is much complicate. In this paper the method to preparing methyl-7-iodoheptanoate was developed economically by using dihydropyran as a starting material in the course of 5 steps. Hence, methyl-7-iodoheptanoate which can be synthesized by new method studied onthis paper should be very useful compound for preparing codlemone or its acetate which will be used to developing pollution-free insecticides, and for preparing prostaglandin derivatives with advantage.

  • PDF

Ethnobotany, Phytochemistry, and Pharmacology of Angelica decursiva Fr. et Sav.

  • Ali, Md Yousof;Seong, Su Hui;Jannat, Susoma;Jung, Hyun Ah;Choi, Jae Sue
    • Natural Product Sciences
    • /
    • v.25 no.3
    • /
    • pp.181-199
    • /
    • 2019
  • Angelica decursiva Fr. et Sav. (Umbelliferae) has traditionally been used to treat different diseases due to its antitussive, analgesic, and antipyretic activities. It is also a remedy for thick phlegm, asthma, and upper respiratory infections. Recently, the leaf of A. decursiva has been consumed as salad without showing any toxicity. This plant is a rich in different types of coumarin derivatives, including dihydroxanthyletin, psoralen, dihydropsoralen, hydroxycoumarin, and dihydropyran. Its crude extracts and pure constituents possess anti-inflammatory, anti-diabetic, anti-Alzheimer disease, anti-hypertension, anti-cancer, antioxidant, anthelmintic, preventing cerebral stroke, and neuroprotective activities. This valuable herb needs to be further studied and developed not only to treat these human diseases, but also to improve human health. This review provides an overview of current knowledge of A. decursiva metabolites and their biological activities to prioritize future studies.