| 1043876-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 1043876-68-1
• 化学式: CH₃O₃S*C₂₃H₃₀NO₃
• 分子量: 463.595
• InChiKey: FRWZMBNQCGKQHV-UMIAIAFLSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  87.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.08h， 以82%的产率得到(1'R,9'R)-11'-(cyclopropylmethyl)-4'-methoxyspiro[1,3-dioxolane-2,15'-11-azatetracyclo[7.4.4.01,9.02,7]heptadeca-2(7),3,5-triene]
  参考文献：
  名称：

  Synthesis of a Stable Iminium Salt and Propellane Derivatives

  摘要：

  The treatment of morphinan I with NaH and MsCl provided very stable iminium salt 7 possessing propellane skeleton. One of the synthesized iminium salts 7, isobutyl derivative 7b, was crystallized and its structure was determined by X-ray crystallography. The natural bond orbital analysis suggested that the stability of the iminium should result from the stereoelectronic effect (hyperconjugation) attributed to their own structures.

  DOI：

  10.1021/jo801276z
• 作为产物：
  描述：

  (1'R,9'R,10'S)-17'-(cyclopropylmethyl)-4'-methoxyspiro[1,3-dioxolane-2,13'-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene]-10'-ol 、 甲基磺酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以93%的产率得到
  参考文献：
  名称：

  Synthesis of a Stable Iminium Salt and Propellane Derivatives

  摘要：

  The treatment of morphinan I with NaH and MsCl provided very stable iminium salt 7 possessing propellane skeleton. One of the synthesized iminium salts 7, isobutyl derivative 7b, was crystallized and its structure was determined by X-ray crystallography. The natural bond orbital analysis suggested that the stability of the iminium should result from the stereoelectronic effect (hyperconjugation) attributed to their own structures.

  DOI：

  10.1021/jo801276z

文献信息

• Synthesis of new opioid derivatives with a propellane skeleton and their pharmacologies: Part 3, novel propellane derivatives with pentacyclic skeletons
  作者：Hideaki Fujii、Ryo Nakajima、Junko Akiyama、Naoshi Yamamoto、Shigeto Hirayama、Toru Nemoto、Hiroaki Gouda、Shuichi Hirono、Hiroshi Nagase

  DOI：10.1016/j.bmcl.2012.09.102

  日期：2012.12

  Previously reported propellane derivative KNT-42 preferred the κ receptor and functioned as a message part in the message-address concept, but its affinity for the κ receptor was not high. To improve affinity, we synthesized five pentacyclic propellane derivatives designed for the purpose of fixing the conformation of KNT-42. The etheno- and ethano-bridged derivatives SYK-347 and SYK-393 exhibited high

  先前报道的螺ella衍生物KNT-42首选κ受体，并在消息地址概念中起消息部分的作用，但对κ受体的亲和力不高。为了提高亲和力，我们合成了五种五环丙烷衍生物，旨在固定KNT-42的构象。乙炔和乙桥接的衍生物SYK-347和SYK-393对κ受体表现出高亲和力和选择性，而其他衍生物则没有。这些结果将归因于碱性氮的移动范围不同以及由于引入的羟基或酮基的电子吸收作用而使氮的碱性降低。期望κ受体的SYK-347和SYK-393可用于设计针对阿片样受体类型，特别是κ受体的选择性配体。