Universal approach to the synthesis of juvenoid hydroprene and methoprene from 4-methyltetrahydropyran

A universal approach to the synthesis of juvenoid hydroprene and methoprene was developed on the basis of monoalkylation of acetoacetate by 1-acetoxy-5-bromo-3-methylpentane, the product of acidic decyclization of 4-methyltetrahydropyran.

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Bibliographic Details
Published inChemistry of natural compounds Vol. 37; no. 5; pp. 486 - 489
Main Authors Ishmuratov, GY, Yakovleva, MP, Galyautdinova, AV, Faifer, LV, Kharisov, RY, Zorin, VV, Tolstikov, GA
Format Journal Article
LanguageEnglish
Published NEW YORK CONSULTANTS BUREAU 01.09.2001
Subjects
Chemistry
Chemistry, Medicinal
Chemistry, Organic
Life Sciences & Biomedicine
Pharmacology & Pharmacy
Physical Sciences
Science & Technology
synthesis
4-methyltetrahydropyran
ethyl-2-acetyl-7-acetoxy-5-methylheptanoate
1-acetoxy-5-bromo-3-methylpentane
juvenoid hydroprene and methoprene
alkylation
acetoacetic ester
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Summary:A universal approach to the synthesis of juvenoid hydroprene and methoprene was developed on the basis of monoalkylation of acetoacetate by 1-acetoxy-5-bromo-3-methylpentane, the product of acidic decyclization of 4-methyltetrahydropyran.
ISSN:0009-3130
DOI:10.1023/A:1014439914429