(1R,2R,3R,5R)-3-(hydroxymethyl)bicyclo[3.1.0]hexan-2-ol | 1375467-55-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2R,3R,5R)-3-(hydroxymethyl)bicyclo[3.1.0]hexan-2-ol
• CAS: 1375467-55-2
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: VMEAOUWCZYZZHB-WNJXEPBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 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

• 作为产物：
  描述：

  (S)-2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-en-1-ol 在 Grubbs catalyst first generation 、 sodium tetrahydroborate 、 草酰氯 、 cerium(III) chloride heptahydrate 、 zinc/copper couple 、 四丁基氟化铵 、 碘 、 二甲基亚砜 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 (1R,2R,3R,5R)-3-(hydroxymethyl)bicyclo[3.1.0]hexan-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of a novel natural carbasugar and analogues from hydroxymethylated cycloalkenone scaffolds

  摘要：

  Novel carbasugars from Streptomyces lincolnensis have been synthesized from an enantiomerically pure 5-hydroxymethyl-cyclohex-2-enone scaffold via a stereoselective approach. Several structural analogues of those carbasugars have also been synthesized in a stereoselective manner from hydroxymethylated cycloalkenone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.001

文献信息

• Stereoselective synthesis of a novel natural carbasugar and analogues from hydroxymethylated cycloalkenone scaffolds
  作者：Rohan Rej、Navendu Jana、Shantasree Kar、Samik Nanda

  DOI：10.1016/j.tetasy.2012.03.001

  日期：2012.3

  Novel carbasugars from Streptomyces lincolnensis have been synthesized from an enantiomerically pure 5-hydroxymethyl-cyclohex-2-enone scaffold via a stereoselective approach. Several structural analogues of those carbasugars have also been synthesized in a stereoselective manner from hydroxymethylated cycloalkenone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.