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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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| Published in: | Chemistry of natural compounds 2009-05, Vol.45 (3), p.367-370 |
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| Main Authors: | , , |
| Format: | Article |
| Language: | English |
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| cites | cdi_FETCH-LOGICAL-c288t-674fd0726efe4e2916ecdfca00b86a2f83d083d33e672f749d8d67695c620b193 |
| container_end_page | 370 |
| container_issue | 3 |
| container_start_page | 367 |
| container_title | Chemistry of natural compounds |
| container_volume | 45 |
| creator | Kuchkova, K. I. Arycu, A. N. Vlad, P. F. |
| description | 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. |
| doi_str_mv | 10.1007/s10600-009-9341-y |
| format | article |
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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.</description><identifier>ISSN: 0009-3130</identifier><identifier>EISSN: 1573-8388</identifier><identifier>DOI: 10.1007/s10600-009-9341-y</identifier><language>eng</language><publisher>Boston: Springer US</publisher><subject>Medicine ; Organic Chemistry ; Pharmacy ; Plant Sciences</subject><ispartof>Chemistry of natural compounds, 2009-05, Vol.45 (3), p.367-370</ispartof><rights>Springer Science+Business Media, Inc. 2009</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c288t-674fd0726efe4e2916ecdfca00b86a2f83d083d33e672f749d8d67695c620b193</citedby><cites>FETCH-LOGICAL-c288t-674fd0726efe4e2916ecdfca00b86a2f83d083d33e672f749d8d67695c620b193</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Kuchkova, K. I.</creatorcontrib><creatorcontrib>Arycu, A. N.</creatorcontrib><creatorcontrib>Vlad, P. F.</creatorcontrib><title>Synthesis of 11-aminodrim-7-ene from drimenol</title><title>Chemistry of natural compounds</title><addtitle>Chem Nat Compd</addtitle><description>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.</description><subject>Medicine</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Plant Sciences</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9j81OwzAQhC0EEqHwANzyAoZdO7WdI6r4kypxAM5WGq8hVWMjuxzy9jgK5x5Wq9HsrOZj7BbhDgH0fUZQAByg5a1skE9nrMK1ltxIY85ZBbMjUcIlu8p5X6RRylSMv0_h-E15yHX0NSLvxiFEl4aRa06Bap_iWM-aQjxcswvfHTLd_O8V-3x6_Ni88O3b8-vmYct7YcyRK914B1oo8tSQaFFR73zfAeyM6oQ30kEZKUlp4XXTOuOUVu26VwJ22MoVw-Vvn2LOibz9KQ26NFkEO_PahdcWKjvz2qlkxJLJ5TZ8UbL7-JtCqXki9Af2fld3</recordid><startdate>20090501</startdate><enddate>20090501</enddate><creator>Kuchkova, K. I.</creator><creator>Arycu, A. N.</creator><creator>Vlad, P. F.</creator><general>Springer US</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20090501</creationdate><title>Synthesis of 11-aminodrim-7-ene from drimenol</title><author>Kuchkova, K. I. ; Arycu, A. N. ; Vlad, P. F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c288t-674fd0726efe4e2916ecdfca00b86a2f83d083d33e672f749d8d67695c620b193</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Medicine</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><topic>Plant Sciences</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kuchkova, K. I.</creatorcontrib><creatorcontrib>Arycu, A. N.</creatorcontrib><creatorcontrib>Vlad, P. F.</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of natural compounds</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kuchkova, K. I.</au><au>Arycu, A. N.</au><au>Vlad, P. F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 11-aminodrim-7-ene from drimenol</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2009-05-01</date><risdate>2009</risdate><volume>45</volume><issue>3</issue><spage>367</spage><epage>370</epage><pages>367-370</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>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.</abstract><cop>Boston</cop><pub>Springer US</pub><doi>10.1007/s10600-009-9341-y</doi><tpages>4</tpages></addata></record> |
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| ispartof | Chemistry of natural compounds, 2009-05, Vol.45 (3), p.367-370 |
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| language | eng |
| recordid | cdi_crossref_primary_10_1007_s10600_009_9341_y |
| source | Springer Link |
| subjects | Medicine Organic Chemistry Pharmacy Plant Sciences |
| title | Synthesis of 11-aminodrim-7-ene from drimenol |
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