3-tert-butoxy-2-fluoro-propan-1-ol | 916069-78-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 3-tert-butoxy-2-fluoro-propan-1-ol
• 英文别名: 3-tert-Butoxy-2-fluoropropan-1-ol；2-fluoro-3-[(2-methylpropan-2-yl)oxy]propan-1-ol
• CAS: 916069-78-8
• 化学式: C₇H₁₅FO₂
• 分子量: 150.193
• InChiKey: SCYABZGTLHPOBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  叔丁基缩水甘油醚 在 potassium hydrogen bifluoride 作用下， 以 三乙二醇 为溶剂， 反应 7.5h， 以61%的产率得到1-(tert-butoxy)-3-fluoropropan-2-ol
  参考文献：
  名称：

  Process for the preparation of (S)-4-fluoromethyl-dihydro-furan-2-one useful in the preparation of the DPP-IV inhibitor (S)-1 ((2S,3S,11bS)-2-amino-9,10-dimethoxy-1,3,4,6,7, 11b-hexahydro-2h-pyrido[2,1-a] isoquinolin-3-yl)-4-fluoromethyl-pyrrolidin-2-one

  摘要：

  本发明涉及制备新中间体(S)-4-氟甲基-二氢呋喃-2-酮的方法，其化学式为：并利用该中间体制备式为：的吡啶[2,1-a]异喹啉衍生物，这些衍生物对于治疗和/或预防与DPP IV相关的疾病是有用的。

  公开号：

  US20060270853A1

文献信息

• Development of a Scalable Synthesis of (<i>S</i>)-3-Fluoromethyl-γ-butyrolactone, Building Block for Carmegliptin’s Lactam Moiety
  作者：Jean-Michel Adam、Joseph Foricher、Steven Hanlon、Bruno Lohri、Gérard Moine、Rudolf Schmid、Helmut Stahr、Martin Weber、Beat Wirz、Ulrich Zutter

  DOI：10.1021/op200019k

  日期：2011.5.20

  Several new routes are reported for the synthesis of (S)-3-fluoromethyl-gamma-butyrolactone. An asymmetric hydrogenation-based synthesis was chosen as the enabling route to produce the lactone on a 10-kg scale. A superior stereoselective route starting from (S)-tert-butyl glycidyl ether which afforded the desired lactone in three steps with similar to 50% overall yield was finally selected for further development and production.
• PREPARATION OF (S)-4-FLUOROMETHYL-DIHYDRO-FURAN-2-ONE
  申请人：F. Hoffmann-La Roche AG

  公开号：EP1893595B1

  公开（公告）日：2008-09-03
• US7619101B2
  申请人：——

  公开号：US7619101B2

  公开（公告）日：2009-11-17
• Process for the preparation of (S)-4-fluoromethyl-dihydro-furan-2-one useful in the preparation of the DPP-IV inhibitor (S)-1 ((2S,3S,11bS)-2-amino-9,10-dimethoxy-1,3,4,6,7, 11b-hexahydro-2h-pyrido[2,1-a] isoquinolin-3-yl)-4-fluoromethyl-pyrrolidin-2-one
  申请人：Abrecht Stefan

  公开号：US20060270853A1

  公开（公告）日：2006-11-30

  This invention relates to a process of the preparation of the novel intermediate (S)-4-fluoromethyl-dihydro-furan-2-one of the formula and with its use for the manufacture of pyrido[2,1-a]isoquinoline derivatives of the formula which are useful for the treatment and/or prophylaxis of diseases which are associated with DPP IV.

  本发明涉及制备新中间体(S)-4-氟甲基-二氢呋喃-2-酮的方法，其化学式为：并利用该中间体制备式为：的吡啶[2,1-a]异喹啉衍生物，这些衍生物对于治疗和/或预防与DPP IV相关的疾病是有用的。