2,6-dimethyl-1,7-heptanediol | 40325-99-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,6-dimethyl-1,7-heptanediol
• 英文别名: 2,6-dimethyl-heptane-1,7-diol；2,6-Dimethyl-heptan-1,7-diol；DL-2,6-dimethyl-1,7-heptanediol；1,7-Dioxy-2,6-dimethyl-heptan；2,6-dimethylheptane-1,7-diol
• CAS: 40325-99-3
• 化学式: C₉H₂₀O₂
• 分子量: 160.257
• InChiKey: OJGZGRBLINGMOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• 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：

  2,6-dimethyl-1,7-heptanediol 在 吡啶 、 4-二甲氨基吡啶 、 dilithium tetrachlorocuprate 、 Pseudomonas cepacia lipase 、 1,1,2,3-四甲基胍 、 四丁基氟化铵 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 151.33h， 生成 (2R^*,6R^*)-2,6,10-trimethylundecan-1-ol
  参考文献：
  名称：

  Enzymatic Desymmetrization of meso-2,6-Dimethyl-1,7-heptanediol. Enantioselective Formal Synthesis of the Vitamin E Side Chain and the Insect Pheromone Tribolure

  摘要：

  The chiral syn-1,5-dimethylalkyl subunit is found in many natural products with significant biological activities. Enzymatic esterification of meso-2,6-dimethyl-1,7-heptanediol with isopropenyl acetate in the presence of Pseudomonas cepacia lipase in organic medium provided the chiral nonracemic monoester in high enantiomeric excess (ee = 95%). This chiral building block was used in the formal syntheses of vitamin E side chain and the insect pheromone tribolure.

  DOI：

  10.1021/jo9516650
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 sodium 作用下， 生成 2,6-dimethyl-1,7-heptanediol
  参考文献：
  名称：

  Karrer et al., Helvetica Chimica Acta, 1932, vol. 15, p. 1219,1411

  摘要：

  DOI：

文献信息

• Synthesis of (1S,2S,6S,10R)- and (1S,2R,6R,10R)-1,2,6,10-Tetramethyldodecyl Propanoate, the Components of the Sex Pheromone of the Pine Sawfly,Microdiprion pallipes
  作者：Yoshihide Nakamura、Kenji Mori

  DOI：10.1002/(sici)1099-0690(199909)1999:9<2175::aid-ejoc2175>3.0.co;2-v

  日期：1999.9

  (1S,2S,6S,10R)- and (1S,2R,6R,10R)-1,2,6,10-tetramethyldodecyl propanoate (1 and 2), the components of the pheromone of Microdiprion pallipes, were synthesized from two chiral and nonracemic building blocks, (R)-3-tert-butoxycarbonyl-2-methylpropanoic acid (D) and (2R,6S)-7-acetoxy-2,6-dimethyl-1-heptanol (G), by employing lipase-catalyzed kinetic resolution in a later step.

  (1S,2S,6S,10R)- 和 (1S,2R,6R,10R)-1,2,6,10-丙酸四甲基十二烷基酯（1 和 2）是 Microdiprion pallipes 信息素的成分，由两种手性和非外消旋结构单元，(R)-3-叔丁氧基羰基-2-甲基丙酸 (D) 和 (2R,6S)-7-乙酰氧基-2,6-二甲基-1-庚醇 (G)，通过使用脂肪酶- 在后面的步骤中催化动力学拆分。
• Alkene spirocyclic compounds as farnesoid X receptor modulators
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US11286252B2

  公开（公告）日：2022-03-29

  The present invention provides compounds of Formula (I), or stereoisomers, tautomers, or pharmaceutically acceptable salts or solvates thereof, wherein all the variables are as defined herein. These compounds modulate the activity of farnesoid X receptor (FXR), for example, as agonists. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating a disease, disorder, or condition associated with FXR dysregulation, such as pathological fibrosis, transplant rejection, cancer, osteoporosis, and inflammatory disorders, by using the compounds and pharmaceutical compositions.

  本发明提供了式(I)化合物或其立体异构体、同系物或药学上可接受的盐或溶液，其中所有变量如本文所定义。这些化合物可调节类法尼醇 X 受体 (FXR) 的活性，例如作为激动剂。本发明还涉及包含这些化合物的药物组合物，以及通过使用这些化合物和药物组合物治疗与 FXR 失调相关的疾病、紊乱或病症的方法，如病理性纤维化、移植排斥、癌症、骨质疏松症和炎症性疾病。
• Karrer; Benz; Stoll, Helvetica Chimica Acta, 1933, vol. 16, p. 299
  作者：Karrer、Benz、Stoll

  DOI：——

  日期：——
• ALKENE SPIROCYCLIC COMPOUNDS AS FARNESOID X RECEPTOR MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP3704112A1

  公开（公告）日：2020-09-09
• Enzymatic Desymmetrization of <i>meso</i>-2,6-Dimethyl-1,7-heptanediol. Enantioselective Formal Synthesis of the Vitamin E Side Chain and the Insect Pheromone Tribolure
  作者：Robert Chênevert、Michel Desjardins

  DOI：10.1021/jo9516650

  日期：1996.1.1

  The chiral syn-1,5-dimethylalkyl subunit is found in many natural products with significant biological activities. Enzymatic esterification of meso-2,6-dimethyl-1,7-heptanediol with isopropenyl acetate in the presence of Pseudomonas cepacia lipase in organic medium provided the chiral nonracemic monoester in high enantiomeric excess (ee = 95%). This chiral building block was used in the formal syntheses of vitamin E side chain and the insect pheromone tribolure.