(1R,2S,3R)-2,3-Dimethyl-cyclopentanol | 153063-46-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2S,3R)-2,3-Dimethyl-cyclopentanol
• 英文别名: (1R,2S,3R)-2,3-dimethylcyclopentanol；(1R,2S,3R)-2,3-dimethylcyclopentan-1-ol
• CAS: 153063-46-8
• 化学式: C₇H₁₄O
• 分子量: 114.188
• InChiKey: SILZXJUHRUTSCO-DSYKOEDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R)-2,3-Dimethyl-cyclopentanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 trans-2,3-Dimethylcyclopentanon
  参考文献：
  名称：

  Enantioselective synthesis of natural (+)-dactyloxene-B and -C by actuation of oxonium ion-initiated pinacol rearrangement

  摘要：

  A direct route is described for assembling the spirocyclic framework of two sesquiterpene ethers derived biogenetically from the cyclization of farnesol with rearrangement of a methyl group.

  DOI：

  10.1016/s0040-4039(00)73835-4
• 作为产物：
  描述：

  (+/-)-(1R*,2S*,3R*)-2,3-Dimethylcyclopentanol 在 水 作用下， 生成 (1R,2S,3R)-2,3-Dimethyl-cyclopentanol
  参考文献：
  名称：

  Enantioselective synthesis of natural (+)-dactyloxene-B and -C by actuation of oxonium ion-initiated pinacol rearrangement

  摘要：

  A direct route is described for assembling the spirocyclic framework of two sesquiterpene ethers derived biogenetically from the cyclization of farnesol with rearrangement of a methyl group.

  DOI：

  10.1016/s0040-4039(00)73835-4

文献信息

• GLYOXAMIDE SUBSTITUTED PYRROLAMIDE DERIVATIVES AND THE USE THEREOF AS MEDICAMENTS FOR THE TREATMENT OF HEPATITIS B
  申请人：Janssen Sciences Ireland UC

  公开号：US20160176817A1

  公开（公告）日：2016-06-23

  Inhibitors of HBV replication of Formula (IA) including stereochemically isomeric forms, and salts, hydrates, solvates thereof, wherein X and R 1 to R 6 have the meaning as defined herein. The present invention also relates to processes for preparing said compounds, pharmaceutical compositions containing them and their use, alone or in combination with other HBV inhibitors, in HBV therapy.

  本发明涉及一种HBV复制的抑制剂Formula（IA），包括立体化学异构体形式和其盐、水合物、溶剂物，其中X和R1至R6的含义如本文所定义。本发明还涉及制备上述化合物的过程，含有它们的制药组合物及其在HBV治疗中的使用，单独或与其他HBV抑制剂结合使用。
• Oxonium ion-initiated pinacolic ring expansion reactions. Application to the enantioselective synthesis of the spirocyclic sesquiterpene ethers dactyloxene-B and -C
  作者：Marc D. Lord、Joanna T. Negri、Leo A. Paquette

  DOI：10.1021/jo00106a033

  日期：1995.1

  A convergent synthesis of dactyloxene-B (1) and -C (2) from a common optically active intermediate in seven steps has been achieved. Ozonolysis of(R)-(-)-linalool proceeded regioselectively to deliver a lactol, the benzoate of which when thermolyzed gave dihydrofuran 7. The second building block, levorotatory cyclopentanone 8, was produced by kinetically controlled lipase-induced hydrolysis of chloroacetate 15b. Saponification and oxidation of the less reactive ester was sufficient to provide (-)-8 whose condensation with the cerate of 7 gave rise to 19 and set the stage for implementation of the key structural rearrangement step. When stirred with Dowex resin, 19 was isomerized to four ketones. Following chromatographic separation, 20 and 21 were independently transformed into the target molecules via a two-step sequence. The spectral and optical properties of the two dactyloxenes compared very favorably with those reported earlier.