7,8-trans-1,4-Dioxaspiro<4.4>nonan-7,8-dicarbonsaeure-dimethylester | 36237-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7,8-trans-1,4-Dioxaspiro<4.4>nonan-7,8-dicarbonsaeure-dimethylester
• 英文别名: 7,8-trans-1,4-Dioxaspiro[4.4]nonan-7,8-dicarbonsaeure-dimethylester；dimethyl (7S,8S)-1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate
• CAS: 36237-88-4；52390-63-3；57613-41-9；58239-60-4；60802-16-6
• 化学式: C₁₁H₁₆O₆
• 分子量: 244.244
• InChiKey: GYIKGEVWDJACLQ-YUMQZZPRSA-N

物化性质

• 沸点：
  120 °C(Press: 0.001 Torr)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7,8-trans-1,4-Dioxaspiro<4.4>nonan-7,8-dicarbonsaeure-dimethylester 在 吡啶 、 lithium aluminium tetrahydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醚 、 丙酮 为溶剂， 反应 65.0h， 生成 (3S,4S)-3,4-bis[[tert-butyl(diphenyl)silyl]oxymethyl]cyclopentan-1-one
  参考文献：
  名称：

  Synthesis of 3′,4′-C-Bishydroxymethyl-2′,3′,4′-trideoxy-β-L-threo-pentopyranosyl Nucleosides as Potential Inhibitors of HIV

  摘要：

  The synthesis of 3',4'-bishydroxymethy1-2',3',4'-trideoxy pentopyranosyl derivatives of thymine, uracil, cytosine, and adenine is described. trans-(3S, 4S)-Bis (methoxycarbonyl)cyclopentanone (3) as converted to 1-O-acetyl-3,4-C-bis[(tert-butyldiphenylsiloxy)methyl] -2,3,4-trideoxy-alpha,beta-L-threo-pentopyranose (6), which was subsequently condensed with the silylated purine and pyrimidine bases.

  DOI：

  10.1080/15257779508009487
• 作为产物：
  描述：

  (1S,2S)-2-(methoxycarbonyl)-4-oxocyclopentanecarboxylic acid 在 对甲苯磺酸 、 乙酰氯 作用下， 以 甲苯 为溶剂， 反应 23.0h， 生成 7,8-trans-1,4-Dioxaspiro<4.4>nonan-7,8-dicarbonsaeure-dimethylester
  参考文献：
  名称：

  Rosenquist, Asa; Kvarnstroem, Ingemar; Svensson, Stefan C. T., Acta Chemica Scandinavica, 1992, vol. 46, # 11, p. 1127 - 1129

  摘要：

  DOI：

文献信息

• Simple synthesis of trans-3,4-bis(methoxycarbonylmethyl)cyclopentanone.
  作者：SHIGEO AMEMIYA、KOICHI KOJIMA、KOUJI OKANO、KAZUHISA FUNAKOSHI、HIROSHI SUEMUNE、KIYOSHI SAKAI

  DOI：10.1248/cpb.34.873

  日期：——

  A simple procedure is described for the synthesis of trans-3, 4-bis(methoxycarbonylmethyl)-cyclopentanone (4), starting with dimethyl muconate or dimethyl 3, 4-dibromoadipate and dimethyl sodiomalonate.

  描述了一种简单的合成trans-3, 4-bis(methoxycarbonylmethyl)-环戊酮（4）的方法，起始材料为二甲基木酸酯或二甲基3, 4-二溴己二酸酯和二甲基钠钠丙二酸酯。
• A simple synthesis and evaluation of the bicyclo[8.3.0] enediyne framework
  作者：M.F. Semmelhack、Mark Jaskowski、Richmond Sarpong、Douglas M. Ho

  DOI：10.1016/s0040-4039(02)00940-1

  日期：2002.7

  A synthesis of a simple trans fused [8.3.0]bicyclic enediyne framework vas developed from cyclopentanone-trans-3.4-dicarboxylate. The rates of rearrangement of several derivatives of the framework were measured, and correlated with structural features. Preliminary studies to adjust the configuration about the ring fusion, expected to be an activation step. are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.