Synthesis of 11-aminodrim-7-ene from drimenol

11-Aminodrim-7-ene was synthesized from drimenol in four steps. Drimenol was oxidized into drimenal and its oxime was dehydrated by p -tosylchloride or acetic anhydride in pyridine to form 9-cyano-11-nordrim-7-ene, reduction of which by LiAlH 4 in the presence of anhydrous AlCl 3 produced 11-aminodr...

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Bibliographic Details
Published in:Chemistry of natural compounds 2009-05, Vol.45 (3), p.367-370
Main Authors: Kuchkova, K. I., Arycu, A. N., Vlad, P. F.
Format: Article
Language:English
Subjects:
Medicine
Organic Chemistry
Pharmacy
Plant Sciences
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Summary:11-Aminodrim-7-ene was synthesized from drimenol in four steps. Drimenol was oxidized into drimenal and its oxime was dehydrated by p -tosylchloride or acetic anhydride in pyridine to form 9-cyano-11-nordrim-7-ene, reduction of which by LiAlH 4 in the presence of anhydrous AlCl 3 produced 11-aminodrim-7-ene. The reaction of 9-cyano-11-nordrim-7-ene, NaBH 4 , and CoCl 2 ·6H 2 O produced a mixture of drimenylamine and 7,8-dihydrodrimenylamine in a 2:1 ratio.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-009-9341-y