spiro[5-formyl-1,3-benzodioxole-2,1'-cyclohexane] | 59215-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: spiro[5-formyl-1,3-benzodioxole-2,1'-cyclohexane]
• 英文别名: Spiro[1,3-benzodioxole-2,1'-cyclohexane]-5-carbaldehyde
• CAS: 59215-26-8
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: UYRBIYLMRNSBOB-UHFFFAOYSA-N

物化性质

• 沸点：
  353.8±11.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  spiro[5-formyl-1,3-benzodioxole-2,1'-cyclohexane] 在 sodium hydrogen telluride 、 对甲苯磺酸 作用下， 以 乙酸乙酯 、 苯 为溶剂， 反应 60.0h， 生成 (1R,2S)-2-(spiro[1,3-benzodioxole-2,1'-cyclohexane]-5-ylmethyl)cyclopentan-1-amine
  参考文献：
  名称：

  Anchisi; Baroli; Fadda, Il Farmaco, 1997, vol. 52, # 1, p. 55 - 59

  摘要：

  DOI：
• 作为产物：
  描述：

  环己酮缩邻苯二酚 在 N-溴代丁二酰亚胺(NBS) 、 溴乙烷 、 magnesium 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 spiro[5-formyl-1,3-benzodioxole-2,1'-cyclohexane]
  参考文献：
  名称：

  Preparation of chiral cyanohydrins by an oxynitrilase-mediated transcyanation

  摘要：

  The transcyanation of aromatic and aliphatic aldehydes 1 (RCHO) with acetone cyanohydrin is catalyzed by the enzyme D-oxynitrilase to afford (R)-cyanohydrins 2 (RCH(OH)CN). The biocatalytic method using acetone cyanohydrin gives products of high enantiomeric purity with better consistency than similar conditions using hydrogen cyanide as the cyanide source. The use of an ether-buffer biphasic solvent system is essential for producing products of optimum optical purity, but the solubility properties of the substrate have a pronounced effect on the enantiomeric purity of the final product. A discussion relating the solubility partition coefficient (log P) of a substrate to the enantiomeric purity of the product as a guide for predicting the outcome with new substrates is presented. Application of the method to the preparation of the following cyanohydrins is reported (R, ee): a, C6H5, 92% ee; b, 3,4-(CH2O2)C6H3, 90% ee; c, 2-(CH3O)C6H4, 96% ee; d, C6H5CH2, 88% ee; e, CH3SCH2CH2, 92% ee; f, CH3(CH2)5CH2, 92% ee; g, (CH3)3C, 92% ee; h, c-C6H11, 96% ee; i, CH3O2C(CH2)6CH2, 97% ee; j, (E,E)-CH3CH = CHCH = CH, 96% ee; k, (CH3)2C = CHCH2CH2C(CH3) = CH, 99% ee.

  DOI：

  10.1021/ja00018a042

文献信息

• Trisubstituted-N-[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl] benzamides which inhibit P2X3 and P2X2/3 containing receptors
  申请人：——

  公开号：US20020173665A1

  公开（公告）日：2002-11-21

  Compounds of formula (I) 1 are novel P2X 3 and P2X 2 /P2X 3 antagonists which are useful in treating pain, urinary incontinence and bladder overactivity.

  化合物的式(I)1是新颖的P2X3和P2X2/P2X3拮抗剂，可用于治疗疼痛、尿失禁和膀胱过度活动。
• Trisubstituted-N-[(1S)-1,2,3,4-terrahydro-1-naphthalenyl]benzamides which inhibit P2X2/3 containing receptors
  申请人：——

  公开号：US20030083359A1

  公开（公告）日：2003-05-01

  Compounds of formula (I) 1 are novel P2X 3 and P2X 2 /P2X 3 antagonists which are useful in treating pain, urinary incontinence and bladder overactivity.

  式(I)1的化合物是新的P2X3和P2X2/P2X3拮抗剂，可用于治疗疼痛、尿失禁和膀胱过度活动。
• TRISUBSTITUTED-N- (1S)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL] BENZAMIDES WHICH INHIBIT P2X3 AND P2X2/3 CONTAINING RECEPTORS
  申请人：ABBOTT LABORATORIES

  公开号：EP1392643B1

  公开（公告）日：2005-09-14
• US6831193B2
  申请人：——

  公开号：US6831193B2

  公开（公告）日：2004-12-14
• [EN] TRISUBSTITUTED-N-[(1S)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL] BENZAMIDES WHICH INHIBIT P2X3 AND P2X2/3 CONTAINING RECEPTORS<br/>[FR] [(1S)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENYLE] BENZAMIDES TRISUBSTITUES EN N QUI INHIBENT DES RECEPTEURS CONTENANT DES ANTAGONISTES P2X3 ET P2X2/3
  申请人：ABBOTT LAB

  公开号：WO2002094767A2

  公开（公告）日：2002-11-28

  Compounds of formula (I), are novel P2X3 and P2X2/P2X3 antagonists which are useful in treating pain, urinary incontinence and bladder overactivity.