(R)-O-acetylmandelic acid | 80884-37-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-O-acetylmandelic acid
• 英文别名: (R)-(-)-acetoxymandelic acid；(2R)-2-carboxyoxy-2-phenylacetic acid
• CAS: 80884-37-3
• 化学式: C₉H₈O₅
• 分子量: 196.16
• InChiKey: RLDVAWRUWVUAJN-SSDOTTSWSA-N

物化性质

• 沸点：
  388.7±52.0 °C(Predicted)
• 密度：
  1.451±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-羟甲基托特罗定 、 (R)-O-acetylmandelic acid 以 四氢呋喃 为溶剂， 生成 (R)-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol (R)-(-)-acetoxymandelic acid salt
  参考文献：
  名称：

  [EN] PROCESS FOR PREPARATION OF PHENOLIC MONOESTERS OF HYDROXYMETHYL PHENOLS
  [FR] PROCÉDÉ DE PRÉPARATION DE MONOESTERS PHÉNOLIQUES D'HYDROXYMÉTHYLPHÉNOLS

  摘要：

  公开号：

  WO2011141932A3

文献信息

• PROCESS FOR PREPARATION OF PHENOLIC MONOESTERS OF HYDROXYMETHYL PHENOLS
  申请人：DESAI Sanjay Jagdish

  公开号：US20110282094A1

  公开（公告）日：2011-11-17

  A process for the preparation of phenolic monoesters of 2-(3-diisopropylamino-1-phenylpropyl)-4-(hydroxymethyl)phenol by converting (±)6-halo-4-phenylchroman-2-one to (±)4-halo-2-(3-hydroxy-1-phenylpropyl)phenol. The two hydroxyl groups are protected and the protected compound is reacted with diisopropylamine to give (±)[3-(2-benzyloxy-5-halophenyl)-3-phenylpropyl]diisopropylamine. The halo substituent on the benzene ring is converted to corresponding benzyl alcohol and then the protection is removed to give racemic 5-HMT. Racemic 5-HMT is converted R enantiomer and then it is esterified.

  一种制备2-(3-二异丙基氨基-1-苯基丙基)-4-(羟甲基)酚的酚单酯的方法，通过将(±)6-卤代-4-苯基色苷-2-酮转化为(±)4-卤代-2-(3-羟基-1-苯基丙基)酚。两个羟基团被保护，保护化合物与二异丙基胺反应，得到(±)[3-(2-苄氧基-5-卤苯基)-3-苯基丙基]二异丙基胺。苯环上的卤代取代基被转化为相应的苄醇，然后去除保护作用，得到外消旋的5-HMT。外消旋的5-HMT转化为R对映体，然后酯化。
• Synthetic studies on polymaxenolides: model studies for constructing dihydropyran portion and synthesis of lower portion
  作者：Yutaka Matsuda、Masaya Kato、Tomonori Kawaguchi、Takayuki Koyama、Yoko Saikawa、Masaya Nakata

  DOI：10.1016/j.tet.2013.12.076

  日期：2014.2

  With a goal of the total synthesis of polymaxenolide, the first hybrid marine natural product, the model studies for constructing the dihydropyran portion based on the originally proposed biosynthesis (C-C bond formation followed by dehydrative cyclization) and the synthesis of the lower portion (the C1-C3, C7-C17 portion) based on an iodide-induced Morita-Baylis-Hillman type reaction (a three-component assembly) followed by Suzuki-Miyaura cross-coupling are described. (C) 2014 Elsevier Ltd. All rights reserved.
• [EN] PROCESS FOR PREPARATION OF PHENOLIC MONOESTERS OF HYDROXYMETHYL PHENOLS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE MONOESTERS PHÉNOLIQUES D'HYDROXYMÉTHYLPHÉNOLS
  申请人：INTAS PHARMACEUTICALS LTD

  公开号：WO2011141932A3

  公开（公告）日：2012-01-05