3-(5-ethoxyhept-1-yl)cyclopentene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(5-ethoxyhept-1-yl)cyclopentene
• 英文别名: 3-(5-ethoxyheptyl)cyclopentene
• 化学式: C₁₄H₂₆O
• 分子量: 210.36
• InChiKey: NALWQILWNUULSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(5-ethoxyhept-1-yl)cyclopentene 、 三氯乙酰氯 在 锌 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 3.75h， 生成 4-(5-ethoxyhept-1-yl)bicyclo[3.2.0]heptan-6-one 、 4-(5-ethoxyhept-1-yl)bicyclo[3.2.0]heptan-7-one
  参考文献：
  名称：

  Method of synthesis

  摘要：

  本发明涉及一种合成6-(5-乙氧庚-1-基)双环[3.3.0]辛-3-酮的方法，该方法通过将3-(5-乙氧庚-1-基)环戊烯与二氯酮反应得到反应产物，然后将反应产物与乙酸和锌反应，得到4-(5-乙氧庚-1-基)双环[3.2.0]庚-6-酮和4-(5-乙氧庚-1-基)双环[3.2.0]庚-7-酮，再将其与碘化三甲基硫脲反应，得到2-(5-乙氧庚-1-基)螺[双环[3.2.0]庚烷-6,2'-环氧]和4-(5-乙氧庚-1-基)螺[双环[3.2.0]庚烷-6,2'-环氧]。然后将锂碘与2-(5-乙氧庚-1-基)螺[双环[3.2.0]庚烷-6,2'-环氧]和4-(5-乙氧庚-1-基)螺[双环[3.2.0]庚烷-6,2'-环氧]反应，得到6-(5-乙氧庚-1-基)双环[3.3.0]辛-3-酮。本发明还涉及一种合成6-(5-甲氧庚-1-基)双环[3.3.0]辛-3-酮的方法。

  公开号：

  US08410314B1
• 作为产物：
  描述：

  1-chloro-5-ethoxyheptane 以 四氢呋喃 为溶剂， 生成 3-(5-ethoxyhept-1-yl)cyclopentene
  参考文献：
  名称：

  Spiro[bicyclo[3.2.0]heptane-6,2'-oxirane] derivatives

  摘要：

  描述了化学式为##STR1##的化合物，其中X是C.sup.2-11烷基，可选择性地被保护羟基、保护羰基或保护羧基取代。

  公开号：

  US04731458A1

文献信息

• [EN] METHOD OF SYNTHESIS<br/>[FR] PROCÉDÉ DE SYNTHÈSE
  申请人：BCS BUSINESS CONSULTING SERVICES PTE LTD

  公开号：WO2014140655A1

  公开（公告）日：2014-09-18

  Described is a method of synthesizing 6-(5-ethoxyhept-1-yl)bicyclo[3.3.0] octan-3-one by reacting 3-(5-ethoxyhept-1-yl) cyclopentene with dichloroketene. The resulting reaction products are reacted with acetic acid and zinc to produce 4-(5-ethoxyhept-1 -yl)bicyclo[3.2.0]heptan-6-one and 4-(5-ethoxyhept-1-yl)bicyclo [3.2.0]heptan-7-one, which are reacted with trimethylsulfonium iodide to produce 2-(5-ethoxyhept-1-yl)spiro[bicyclo[3.2.0]heptane-6,2'-oxirane] and 4-(5-ethoxyhept-1-yl)spiro-[bicyclo-[3.2.0]heptane-6,2'-oxirane]. Lithium iodide is reacted with 2-(5-ethoxyhept-1-yl)spiro[bicyclo[3.2.0]heptane-6,2'-oxirane] and 4-(5-ethoxyhept-1-yl)spiro-[bicyclo-[3.2.0]heptane-6,2'-oxirane] to produce 6-(5-ethoxyhept-1-yl)bicyclo[3.3.0]octan-3-one. A method of synthesizing 6-(5-methoxyhept-1-yl)bicyclo[3.3.0]octan-3-one is also described.

  描述了一种合成6-(5-乙氧基庚-1-基)双环[3.3.0]辛烷-3-酮的方法，通过将3-(5-乙氧基庚-1-基)环戊烯与二氯酮反应。所得的反应产物与乙酸和锌反应，生成4-(5-乙氧基庚-1-基)双环[3.2.0]庚烷-6-酮和4-(5-乙氧基庚-1-基)双环[3.2.0]庚烷-7-酮，再与碘化三甲基硫銨反应，产生2-(5-乙氧基庚-1-基)螺[双环[3.2.0]庚烷-6,2'-环氧烷]和4-(5-乙氧基庚-1-基)螺-[双环-[3.2.0]庚烷-6,2'-环氧烷]。碘化锂与2-(5-乙氧基庚-1-基)螺[双环[3.2.0]庚烷-6,2'-环氧烷]和4-(5-乙氧基庚-1-基)螺-[双环-[3.2.0]庚烷-6,2'-环氧烷]反应，生成6-(5-乙氧基庚-1-基)双环[3.3.0]辛烷-3-酮。还描述了一种合成6-(5-甲氧基庚-1-基)双环[3.3.0]辛烷-3-酮的方法。
• Oxygenated alkyl substituted bicyclo alkanes
  申请人：CBD Corporation

  公开号：US04689345A1

  公开（公告）日：1987-08-25

  Anti-androgenic composition compound of the formula ##STR1## wherein Q is CO, CH(OR), CR(OH), or CR (OC)-lower alkyl); R is H, or C.sup.1-2 -alkyl; X is hydroxyalkyl, methoxy-C.sup.2-11 -alkyl, ethoxy-C.sup.2-11 -alkyl or oxo-C.sup.2-11 -alkyl, formyl-C.sup.2-11 -alkyl, carboxy-C.sup.2-11 -alkyl or (C.sub.1-2 -alkyl) oxycarbonyl-C.sup.2-11 -alkyl; c is 1 or 2; p or w are 0, 1 or 2 and the sum of p and w is 1 to 4; and a pharmaceutically acceptable salt thereof.

  化合物的抗雄激素成分配方如下：##STR1##其中Q为CO、CH（OR）、CR（OH）或CR（OC）-较低烷基）; R为H或C.sup.1-2-烷基; X为羟基烷基、甲氧基-C.sup.2-11-烷基、乙氧基-C.sup.2-11-烷基或氧代-C.sup.2-11-烷基、甲酰-C.sup.2-11-烷基、羧基-C.sup.2-11-烷基或（C.sub.1-2-烷基）氧羰基-C.sup.2-11-烷基; c为1或2; p或w为0、1或2，p和w的和为1至4;及其药学上可接受的盐。
• METHOD OF SYNTHESIS
  申请人：BCS BUSINESS CONSULTING SERVICES PTE LTD.

  公开号：US20160016874A1

  公开（公告）日：2016-01-21

  Described is a method of synthesizing 6-(5-ethoxyhept-1-yl)bicyclo[3.3.0] octan-3-one by reacting 3-(5-ethoxyhept-1-yl) cyclopentene with dichloroketene. The resulting reaction products are reacted with acetic acid and zinc to produce 4-(5-ethoxy-hept-1-yl)bicyclo[3.2.0]heptan-6-one and 4-(5-ethoxyhept-1-yl)bicyclo[3.2.0]heptan-7-one, which are reacted with trimethylsulfonium iodide to produce 2-(5-ethoxyhept-1-yl)spiro[bicyclo[3.2.0]heptane-6,2′-oxirane] and 4-(5-ethoxyhept-1-yl)spiro-[bicyclo[3.2.0]heptane-6,2′-oxirane]. Lithium iodide is reacted with 2-(5-ethoxyhept-1-yl)spiro[bicyclo[3.2.0]heptane-6,2′-oxirane] and 4-(5-ethoxyhept-1-yl)spiro-[bicyclo-[3.2.0]heptane-6,2′-oxirane] to produce 6-(5-ethoxyhept-1-yl)bicyclo[3.3.0]octan-3-one. A method of synthesizing 6-(5-methoxyhept-1-yl)bicyclo[3.3.0]octan-3-one is also described.

  本文描述了一种通过将3-(5-乙氧已基)环戊烯与二氯酮烯反应合成6-(5-乙氧已基)bicyclo[3.3.0]辛-3-酮的方法。然后将反应产物与乙酸和锌反应，得到4-(5-乙氧已基)bicyclo[3.2.0]庚-6-酮和4-(5-乙氧已基)bicyclo[3.2.0]庚-7-酮，再与三甲基硫铵碘反应，得到2-(5-乙氧已基)螺[双环[3.2.0]庚烷-6,2'-环氧]和4-(5-乙氧已基)螺[双环[3.2.0]庚烷-6,2'-环氧]。最后，将锂碘与2-(5-乙氧已基)螺[双环[3.2.0]庚烷-6,2'-环氧]和4-(5-乙氧已基)螺[双环[3.2.0]庚烷-6,2'-环氧]反应，得到6-(5-乙氧已基)bicyclo[3.3.0]辛-3-酮。文章还描述了一种合成6-(5-甲氧已基)bicyclo[3.3.0]辛-3-酮的方法。
• Method of synthesis of methoxyheptyl bicyclooctanone
  申请人：Grey Pacific Labs, LLC

  公开号：US10150724B2

  公开（公告）日：2018-12-11

  Described is a method of synthesizing 6-(5-ethoxyhept-1-yl)bicyclo[3.3.0] octan-3-one by reacting 3-(5-ethoxyhept-1-yl) cyclopentene with dichloroketene. The resulting reaction products are reacted with acetic acid and zinc to produce 4-(5-ethoxyhept-1-yl)bicyclo[3.2.0]heptan-6-one and 4-(5-ethoxyhept-1-yl)bicyclo [3.2.0]heptan-7-one, which are reacted with trimethylsulfonium iodide to produce 2-(5-ethoxyhept-1-yl)spiro[bicyclo[3.2.0]heptane-6,2′-oxirane] and 4-(5-ethoxyhept-1-yl)spiro-[bicyclo-[3.2.0]heptane-6,2′-oxirane]. Lithium iodide is reacted with 2-(5-ethoxyhept-1-yl)spiro[bicyclo[3.2.0]heptane-6,2′-oxirane] and 4-(5-ethoxyhept-1-yl)spiro-[bicyclo-[ 3.2.0]heptane-6,2′-oxirane] to produce 6-(5-ethoxyhept-1-yl)bicyclo[3.3.0]octan-3-one. A method of synthesizing 6-(5-methoxyhept-1-yl)bicyclo[3.3.0]octan-3-one is also described.

  描述了一种通过 3-(5-乙氧基庚-1-基)环戊烯与二氯甲烷反应合成 6-(5-乙氧基庚-1-基)双环[3.3.0]辛烷-3-酮的方法。反应生成物与乙酸和锌反应生成 4-(5-乙氧基庚-1-基)双环[3.2.0]庚-6-酮和 4-(5-乙氧基庚-1-基)双环[3.2.0]庚烷-7-酮，与三甲基碘化锍反应生成 2-(5-乙氧基庚-1-基)螺[双环[3.2.0]庚烷-6,2′-环氧乙烷]和 4-(5-乙氧基庚-1-基)螺[双环[3.2.0]庚烷-6,2′-环氧乙烷]。碘化锂与 2-(5-乙氧基庚-1-基)螺[双环[3.2.0]庚烷-6,2′-环氧乙烷]和 4-(5-乙氧基庚-1-基)螺[双环[3.2.0]庚烷-6,2′-环氧乙烷]反应，生成 6-(5-乙氧基庚-1-基)双环[3.3.0]辛烷-3-酮。还描述了合成 6-(5-甲氧基庚-1-基)双环[3.3.0]辛-3-酮的方法。
• KASHA, WALTER J.;BURNISON, CHANTAL S.
  作者：KASHA, WALTER J.、BURNISON, CHANTAL S.

  DOI：——

  日期：——