(2S,3S,4R,5S)-2-(chloromethyl)piperidine-3,4,5-triol | 111959-33-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,3S,4R,5S)-2-(chloromethyl)piperidine-3,4,5-triol
• CAS: 111959-33-2
• 化学式: C₆H₁₂ClNO₃
• 分子量: 181.619
• InChiKey: UJTPCYUIJJZFFA-DPYQTVNSSA-N

物化性质

• 沸点：
  344.2±42.0 °C(Predicted)
• 密度：
  1.442±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.72
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  72.72
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5S)-2-(chloromethyl)piperidine-3,4,5-triol 在 吡啶 、 正丁基锂 、 水 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 为溶剂， 生成 (3S,4R,5S,6R)-3,4,5-Tris-trimethylsilanyloxy-1-aza-bicyclo[4.1.0]heptane
  参考文献：
  名称：

  A potent new class of active-site-directed glycosidase inactivators

  摘要：

  DOI：

  10.1021/ja00209a062
• 作为产物：
  描述：

  (2S,3S,4R,5S)-1-Benzyl-3,4,5-tris-benzyloxy-2-chloromethyl-piperidine 在 氢气 作用下， 以100%的产率得到(2S,3S,4R,5S)-2-(chloromethyl)piperidine-3,4,5-triol
  参考文献：
  名称：

  A potent new class of active-site-directed glycosidase inactivators

  摘要：

  DOI：

  10.1021/ja00209a062

文献信息

• TONG, MICHAEL K.;GANEM, BRUCE, J. AMER. CHEM. SOC., 110,(1988) N 1, 312-313
  作者：TONG, MICHAEL K.、GANEM, BRUCE

  DOI：——

  日期：——
• Highly Purified Batches Of Pharmaceutical Grade Migalastat And Methods Of Producing The Same
  申请人：Amicus Therapeutics, Inc.

  公开号：US20220185776A1

  公开（公告）日：2022-06-16

  Provided are methods of producing a batch of 1,2,3,6-tetrapivaloyl-D-galactofuranoside; 5-azido-5-deoxy-1,2,3,6-tetrapivaloyl-D-galactofuranoside; intermediate grade migalastat hydrochloride; and/or migalastat hydrochloride. Also provided are methods of determining the purity of a batch of 1,2,3,6-tetrapivaloyl-D-galactofuranoside; 5-azido-5-deoxy-1,2,3,6-tetrapivaloyl-D-galactofuranoside; intermediate grade migalastat hydrochloride; and/or migalastat hydrochloride. Also provided are methods of distributing a batch of 1,2,3,6-tetrapivaloyl-D-galactofuranoside; 5-azido-5-deoxy-1,2,3,6-tetrapivaloyl-D-galactofuranoside; intermediate grade migalastat hydrochloride; and/or migalastat hydrochloride. Also provided are methods of assessing suitability of migalastat hydrochloride for medical use.
• HIGHLY PURIFIED BATCHES OF PHARMACEUTICAL GRADE 1-DEOXYGALACTONOJIRIMYCIN COMPOUNDS
  申请人：Amicus Therapeutics, Inc.

  公开号：US20220194899A1

  公开（公告）日：2022-06-23

  Provided are methods of producing Active Pharmaceutical Ingredient (API) grade migalastat hydrochloride, and for purifying intermediate grade migalastat hydrochloride. Further provided are methods of producing [(2R,3S,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride (lucerastat hydrochloride) and other 1-deoxygalactonojirimycin compounds, as well as methods of purifying intermediate grade lucerastat hydrochloride and other 1-deoxygalactonojirimycin compounds.