(+/-)-trans,trans-Spiro<4,4>nonan-1,6-diol | 76318-77-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-trans,trans-Spiro<4,4>nonan-1,6-diol
• 英文别名: (+/-)-trans,trans-Spiro[4,4]nonan-1,6-diol；(4R,9R)-spiro[4.4]nonane-4,9-diol
• CAS: 76318-77-9
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: ACIVJWAOSTYYEP-ZAZKALAHSA-N

物化性质

• 沸点：
  295.0±8.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-trans,trans-Spiro<4,4>nonan-1,6-diol 生成 cis,cis-spiro<4.4>nonane-1,6-diol
  参考文献：
  名称：

  NAKAZAKI MASAO; CHIKAMATSU HIROAKI; ASAO MASSAKI, J. ORG. CHEM., 1981, 46, NO 6, 1147-1151

  摘要：

  DOI：
• 作为产物：
  描述：

  spiro[4.4]nonane-1,6-dione 在 lithium aluminium tetrahydride 作用下， 生成 (+/-)-trans,trans-Spiro<4,4>nonan-1,6-diol
  参考文献：
  名称：

  对映异构体1,6-螺[4.4]壬二烯的合成

  摘要：

  描述了螺[4.4]壬烷-1，6-二酮（I）的两种新合成方法：一种是将1,6-环氧-双环[4.3.0]-壬烷-2-酮（IV）与三氟化硼重排，另一种是通过酸催化的4-（2-氧代环戊基）-丁酸的分子内克莱森缩合反应。将螺[4.4] -壬烷-1,6-二酮转化为反式，反-螺-[4.4]壬烷-1,6-二元醇，通过与（-）-樟脑酸的非对映体酯拆分为对映体。（+）-（5 S）-Spiro [4.4] nona-1,6-diene（III）由（1 R，6 R）-反式，反式-螺环[4.4] nonane-1,6-二醇（ II）通过热解相应的双-4-甲基苯基-硫代碳酸酯。楚加耶夫的这种修改该反应对于不能被转化为S-间甲基黄原酸酯的空间位阻醇特别有用。讨论了旋光的螺[4.4]-壬烷-1,6-二烯的圆二色性，UV-和NMR谱。

  DOI：

  10.1002/hlca.19720550702

文献信息

• Synthesis of olefins from sterically hindered alcohols by pyrolysis of thiocarbonate O-esters
  作者：H. Gerlach、Tran Thi Houng、W. Müller

  DOI：10.1039/c39720001215

  日期：——

  Sterically hindered alcohols e.g.(I; R = H) were acylated with O-4-methylphenyl chlorothioformate in high yield and the resulting thiocarbonates were converted into olefins by pyrolysis.

  用O -4-甲基苯基氯硫代甲酸酯将位阻受阻的醇（如（I； R = H））酰化，并通过热解将所得的硫代碳酸酯转化为烯烃。
• Iridium-Catalyzed, Site-Selective Silylation of Secondary C(sp³)–H Bonds in Secondary Alcohols and Ketones
  作者：Jake W. Wilson、Bo Su、Makoto Yoritate、Jake X. Shi、John F. Hartwig

  DOI：10.1021/jacs.3c03127

  日期：2023.9.13

  We report the iridium-catalyzed, stereoselective conversion of secondary alcohols or ketones to anti-1,3-diols by the silylation of secondary C–H bonds γ to oxygen and oxidation of the resulting oxasilolane. The silylation of secondary C–H bonds in secondary silyl ethers derived from alcohols or ketones is enabled by a catalyst formed from a simple bisamidine ligand. The silylation occurs with high

  我们报道了铱催化的立体选择性转化，通过次级 C-H 键与氧γ硅烷化和所得恶氮环的氧化，仲醇或酮体向抗 1,3-二醇的立体选择性转化。醇或酮衍生的仲甲硅烷基醚中次级 C-H 键的硅烷基化是通过由简单的比沙脒配体形成的催化剂实现的。硅烷基化在与氧γ的次级 C-H 键处以高选择性发生，超过远端初级或近端次级 C-H 键。初步机理研究表明，新实现的反应性来源是强电子供体比沙脒配体的高结合常数导致的较长催化剂寿命。
• PLATINUM COMPLEX AND MEDICAL COMPOUND CONTAINING SAME
  申请人：Unitech Co., Ltd

  公开号：EP2325163A1

  公开（公告）日：2011-05-25

  A new platinum complex which has strong antitumor activity and has effect with smaller doses and a pharmaceutical composition containing the same are provided. A spiro[4,4]nonme-1,6-diamineplatinum(II) complex which is represented by a following general formula (A). (In the formula, X and Y are same or different, and X and Y represent halogen atoms respectively, or X and Y cooperatively represent a divalent residue which is described by a formula (Z) .) The platinum complex has a strong antitumor activity and is efficacious as a therapeutic agent for malignant tumors.

  本研究提供了一种抗肿瘤活性强、剂量较小的新型铂络合物和含有该铂络合物的药物组合物。一种螺[4,4]壬-1,6-二氨铂(II)络合物，由以下通式（A）表示。(式中，X 和 Y 相同或不同，X 和 Y 分别代表卤素原子，或 X 和 Y 共同代表二价残基，二价残基用式（Z）表示）。铂络合物具有很强的抗肿瘤活性，可作为恶性肿瘤的有效治疗剂。
• Suemune Hiroshi, Maeda Kazunori, Kato Keisuke, Sakai Kiyoshi, J. Chem. Soc. Perkin Trans. 1, (1994) N 23, S 3441-3447
  作者：Suemune Hiroshi, Maeda Kazunori, Kato Keisuke, Sakai Kiyoshi

  DOI：——

  日期：——
• PLATINUM COMPLEX AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
  申请人：Arai Hisae

  公开号：US20110152555A1

  公开（公告）日：2011-06-23

  A new platinum complex which has strong antitumor activity and has effect with smaller doses and a pharmaceutical composition containing the same are provided. A spiro[4,4]nonane-1,6-diamineplatinum(II) complex which is represented by a following general formula (A). (In the formula, X and Y are same or different, and X and Y represent halogen atoms respectively, or X and Y cooperatively represent a divalent residue which is described by a formula (Z).) The platinum complex has a strong antitumor activity and is efficacious as a therapeutic agent for malignant tumors.