R-(+)-α-hydroxy-4-(1,2-benzodioxole)acetonitrile | 124368-77-0

• 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: R-(+)-α-hydroxy-4-(1,2-benzodioxole)acetonitrile
• 英文别名: (2R)-2-(3H-1,2-benzodioxol-4-yl)-2-hydroxyacetonitrile
• CAS: 124368-77-0
• 化学式: C₉H₇NO₃
• 分子量: 177.159
• InChiKey: KPLMSLRLGAMKOM-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  62.5
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• Method of preparing optically active cyanohydrin derivatives and their conversion products, and optically active compounds to be obtained in this manner
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0322973A2

  公开（公告）日：1989-07-05

  The invention relates to a method of preparing optically active alcohols of formula 4 wherein R is a monocyclic or bicyclic aryl or heteroaryl group substituted with one or more groups X, wherein X is a hydroxy, alkoxy(1-5C), alkyl(1-5C)carbonyloxy, amino, alkyl(1-5C)carbonylamino, alkyl(1-5C)sulphonylamino, nitro, alkyl(1-5C)sulphonyl, alkyl(1-5C)carbonyl, halo­gen, cyano, alkyl(1-5C), cycloalkyl(5-12C), or a cyclic group annelated with the aryl group or heteroaryl group, or wherein R is a saturated or unsaturated straight or branched alkyl group having 1-30 C-atoms which may be substituted with halogen, alkoxy(1-5C), alkylthio(1-5C), phenyl or phenoxy optionally substituted with one or more groups X, and A is a radical obtained by derivation of the cyano group, by protecting the hydroxy group of an optically active cyanohydrin, converting the cyano group of the protected cyanohydrin into a desired group, and deprotecting the hydroxy group. The method according to the invention is suitable for the preparation of optically pure cyanohydrin derivatives which may be pharmacologically active compounds, or form suitable starting compounds for the preparation of optically pure biologically active products.

  本发明涉及一种制备式 4 光学活性醇的方法 其中 R是被一个或多个基团X取代的单环或双环芳基或杂芳基，其中X是羟基、烷氧基(1-5C)、烷基(1-5C)羰氧基、氨基、烷基(1-5C)羰基氨基、烷基(1-5C)磺酰基氨基、硝基、烷基(1-5C)磺酰基、烷基(1-5C)羰基、卤素、氰基、烷基(1-5C)、环烷基(5-12C)或与芳基或杂芳基环化的环状基团，或其中 R 是具有 1-30 个 C 原子的饱和或不饱和直链或支链烷基，该烷基可被卤素、烷氧基（1-5C）、烷硫基（1-5C）、苯基或苯氧基取代，可任选被一个或多个基团 X 取代，以及 A 是通过衍生氰基得到的基团，方法是保护光学活性氰醇的羟基，将受保护氰醇的氰基转化为所需的基团，并对羟基进行脱保护。 根据本发明的方法适用于制备光学纯度的氰醇衍生物，这些衍生物可能是具有药理活性的化合物，或者是制备光学纯度的生物活性产品的合适起始化合物。
• US5329023A
  申请人：——

  公开号：US5329023A

  公开（公告）日：1994-07-12