(R)-5-Norbornen-2-ol | 106928-44-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-5-Norbornen-2-ol
• 英文别名: bicyclo[2.2.1]hept-5-en-2-ol；(2R)-bicyclo[2.2.1]hept-5-en-2-ol
• CAS: 106928-44-3
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: MKOSBHNWXFSHSW-KPGICGJXSA-N

物化性质

• 沸点：
  183.7±19.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  (R)-5-Norbornen-2-ol 生成 (6S)-3-oxatricyclo[3.2.1.02,4]octan-6-ol
  参考文献：
  名称：

  DRIAN, CLAUDE LE;VOGEL, PIERRE, HELV. CHIM. ACTA, 71,(1988) N, C. 1399-1405

  摘要：

  DOI：
• 作为产物：
  描述：

  双环[2.2.1]庚-5-烯-2-酮 在 异丙醇 、 还原型辅酶II(NADPH)四钠盐 作用下， 以39%的产率得到(R)-5-Norbornen-2-ol
  参考文献：
  名称：

  Lactobacillus kefir alcohol dehydrogenase: a useful catalyst for synthesis

  摘要：

  The alcohol dehydrogenase from Lactobacillus kefir simultaneously catalyzes carbonyl reductions and NADPH regeneration in the presence of 2-propanol. Representative synthesis of a number of chiral alcohols was accomplished in good yield and high enantiomeric excess (94-99%). This NADPH-requiring enzyme transfers the pro-R hydride from the cofactor to the si face of carbonyls to give (R) alcohols. The enzyme exhibits a very broad substrate specificity and high enantioselectivity for the synthesis of chiral aromatic, cyclic, polycyclic, and aliphatic alcohols.

  DOI：

  10.1021/jo00031a037

文献信息

• Heteroaryl fused azapolycyclic compounds
  申请人：Allen P. Martin

  公开号：US20050020830A1

  公开（公告）日：2005-01-27

  The present invention provides a compound having the structure of formula I: wherein R 1 is hydrogen, (C 1 -C 6 ) alkyl, unconjugated (C 3 -C 6 ) alkenyl, benzyl, YC(═O)(C 1 -C 6 ) alkyl or —CH 2 CH 2 —O—(C 1 -C 4 ) alkyl; X is CH 2 or CH 2 CH 2 ; Y is (C 2 -C 6 ) alkylene; Z is (CH 2 ) m , CF 2 , or C(═O), where m is 0, 1 or 2; R 2 and R 3 are selected independently from hydrogen, halogen, —(C 1 -C 6 ) alkyl optionally substituted with from 1 to 7 halogen atoms, and —O(C 1 -C 6 ) alkyl optionally substituted with from 1 to 7 halogen atoms, or R 2 and R 3 each together with the atom to which it is connected independently form C(═O), S→O, S(═O) 2 , or N→O; and is a 5- to 7-membered monocyclic heteroaryl group selected from pyridinyl, pyridone, pyridazinyl, imidazolyl, pyrimidinyl, pyrazolyl, triazolyl, pyrazinyl, furyl, thienyl, isoxazolyl, thiazolyl, oxazolyl, isothiazolyl, pyrrolyl, cinnolinyl, triazinyl, oxadiazolyl, thiadiazolyl and furazanyl groups.

  本发明提供了一种具有以下结构的化合物：其中R1为氢、(C1-C6)烷基、非共轭(C3-C6)烯基、苄基、YC(═O)(C1-C6)烷基或—CH2CH2—O—(C1-C4)烷基；X为CH2或CH2CH2；Y为(C2-C6)亚烯基；Z为(CH2)m、CF2或C(═O)，其中m为0、1或2；R2和R3分别选择自氢、卤素、—(C1-C6)烷基（可选地取代1至7个卤素原子）、和—O(C1-C6)烷基（可选地取代1至7个卤素原子），或者R2和R3每个与其连接的原子独立地形成C(═O)、S→O、S(═O)2或N→O；和为从吡啶基、吡啶酮基、吡啶嗪基、咪唑基、嘧啶基、吡唑基、三唑基、吡嗪基、呋喃基、噻吩基、异噁唑基、噁唑基、异硫咪唑基、吡咯基、喹啉基、三嗪基、噁二唑基、噻二唑基和呋喃基组成的5-至7-环单环杂芳基。
• METHOD FOR SYNTHESIS OF HALOPYRIDYL-ACYCLOPENTANE DERIVATIVE AND INTERMEDIATE THEREOF
  申请人：——

  公开号：US20020010339A1

  公开（公告）日：2002-01-24

  The present invention relates to a method for synthesis of an optically active halopyridyl-azacyclo-pentane derivative and the intermediate thereof which comprises preparing an optically active allene-1,3-dicarboxylic acid ester derivative from an optically active acetonedicarboxylic acid ester derivative and then proceeding through a 7-azabicyclo[2.2.1]heptane derivative to obtain the objective product.

  本发明涉及一种合成光学活性卤代吡啶-氮杂环戊烷衍生物及其中间体的方法，包括从光学活性丙酮二羧酸酯衍生物制备光学活性联二烯-1,3-二羧酸酯衍生物，然后通过7-氮杂双环[2.2.1]庚烷衍生物进行反应，以获得目标产物。
• NOVEL LIPIDS AND COMPOSITIONS FOR THE DELIVERY OF THERAPEUTICS
  申请人：MANOHARAN Muthiah

  公开号：US20120095075A1

  公开（公告）日：2012-04-19

  The present invention provides lipids that are advantageously used in lipid particles for the in vivo delivery of therapeutic agents to cells. In particular, the invention provides lipids having the following structure:

  本发明提供了有利于用于体内向细胞传递治疗剂的脂质。具体而言，本发明提供具有以下结构的脂质：
• DRIAN, CLAUDE LE;VOGEL, PIERRE, HELV. CHIM. ACTA, 71,(1988) N, C. 1399-1405
  作者：DRIAN, CLAUDE LE、VOGEL, PIERRE

  DOI：——

  日期：——
• THE PREPARATION OF CHIRAL CYCLOALKANOLS SUCH AS endo-5-NORBORNEN-2-OL
  申请人：Chiroscience Limited

  公开号：EP0842139A1

  公开（公告）日：1998-05-20