1,4,6-trideoxy-1,4-imino-D-mannitol | 121421-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1,4,6-trideoxy-1,4-imino-D-mannitol
• 英文别名: 6-deoxyswainsonine；6-deoxy-DIM；1,4-imino-1,4,6-trideoxy-D-mannitol；(2R,3S,4R)-2-((R)-1-Hydroxyethyl)pyrrolidine-3,4-diol；(2R,3S,4R)-2-[(1R)-1-hydroxyethyl]pyrrolidine-3,4-diol
• CAS: 121421-09-8
• 化学式: C₆H₁₃NO₃
• 分子量: 147.174
• InChiKey: HVRWFMCLXNLOCH-KVTDHHQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  72.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  D-perosamide 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 36.0h， 以60%的产率得到1,4,6-trideoxy-1,4-imino-D-mannitol
  参考文献：
  名称：

  Synthesis of 1,4,6-Trideoxy-1,4-imino-D-mannitol: a potent α-mannosidase inhibitor

  摘要：

  DOI：

  10.1016/s0040-4039(00)98217-0

文献信息

• [EN] METHODS FOR THE PREPARATION OF ALKENYLAMINES, CYCLIC CARBAMATES OR DITHIOCARBAMATES, AND AMINOALCOHOLS OR AMINOTHIOLS<br/>[FR] PROCÉDÉS POUR LA PRÉPARATION D'ALCÉNYLAMINES, DE CARBAMATES CYCLIQUES OU DE DITHIOCARBAMATES, ET D'AMINOALCOOLS OU D'AMINOTHIOLS
  申请人：VICTORIA LINK LTD

  公开号：WO2010041964A1

  公开（公告）日：2010-04-15

  A method for preparing an alkenylamine, or a salt, solvate or hydrate thereof, is disclosed. The method comprises reacting a alogen-substituted cyclic acetal or a derivative thereof under particular conditions to provide the alkenylamine, which may be optionally converted into a salt, solvate or hydrate thereof. A method for preparing a cyclic carbamate or cyclic dithiocarbamate, or a salt, solvate or hydrate thereof, is also disclosed. The method comprises reacting an alkenylamine under particular conditions to provide the cyclic carbamate or cyclic dithiocarbamate, which may be optionally converted into a salt, solvate or hydrate thereof. A method for preparing a 1,2-aminoalcohol or 1,2-aminothiol, or a salt, solvate or hydrate thereof, is also disclosed. The method comprises forming a cyclic carbamate or cyclic dithiocarbamate from an alkenylamine, and deprotecting the cyclic carbamate or cyclic dithiocarbamate to provide the 1,2-aminoalcohol or 1,2-aminothiol, which may optionally be converted into a salt, solvate or hydrate thereof.

  揭示了一种制备烯基胺或其盐、溶剂合物或水合物的方法。该方法包括在特定条件下反应氯代取代的环缩醛或其衍生物以提供烯基胺，该烯基胺可以选择性地转化为其盐、溶剂合物或水合物。还揭示了一种制备环氨基甲酸酯或环二硫代氨基甲酸酯或其盐、溶剂合物或水合物的方法。该方法包括在特定条件下反应烯基胺以提供环氨基甲酸酯或环二硫代氨基甲酸酯，该化合物可以选择性地转化为其盐、溶剂合物或水合物。还揭示了一种制备1,2-氨基醇或1,2-氨基硫醇或其盐、溶剂合物或水合物的方法。该方法包括从烯基胺中形成环氨基甲酸酯或环二硫代氨基甲酸酯，并去保护环氨基甲酸酯或环二硫代氨基甲酸酯以提供1,2-氨基醇或1,2-氨基硫醇，该化合物可以选择性地转化为其盐、溶剂合物或水合物。
• Derivatives of 1,4-dideoxy-1,4-imino-D-mannitol and a process for their
  申请人：Monsanto Company

  公开号：US04996329A1

  公开（公告）日：1991-02-26

  Novel derivatives of 1,4-dideoxy-1,4-imino-D-mannitol and method for their synthesis from 4,5-anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol or its triflate derivative are disclosed. The novel derivatives, 6-fluoro-1,4-imino-1,4,6-trideoxy-D-mannitol and the N-butyl and N-benzyl derivatives of 1,4-dideoxy-1,4-amino-D-mannitol, have useful mannosidase inhibitory activity.

  本发明揭示了从4,5-脱水-1-偶氮-1-脱氧-2,3-O-异丙基亚甲基-D-他利醇或其三氟甲磺酸盐衍生物合成的1,4-脱氧-1,4-亚胺-D-甘露醇的新衍生物及其合成方法。这些新的衍生物包括6-氟-1,4-亚胺-1,4,6-脱氧-D-甘露醇以及N-正丁基和N-苄基衍生物的1,4-脱氧-1,4-氨基-D-甘露醇，具有有用的甘露糖苷酶抑制活性。
• Derivatives of 1,4-dideoxy-1,4-imino-d-mannitol
  申请人：MONSANTO COMPANY

  公开号：EP0424350A1

  公开（公告）日：1991-04-24

  Novel derivatives of 1,4-dideoxy-1,4-­imino-D-mannitol and method for their synthesis from 4,5-anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-­D-talitol or its triflate derivative are disclosed. The novel derivatives, 6-fluoro-1,3-imino-1,4,6-­trideoxy-D-mannitol and the N-butyl and N-benzyl derivatives of 1,4-dideoxy-1,4-imino-D-mannitol, have useful mannosidase inhibitory activity.

  本发明公开了 1,4-二脱氧-1,4-亚氨基-D-甘露糖醇的新型衍生物，以及从 4,5-脱水-1-叠氮-1-脱氧-2,3-O-异亚丙基-D-甘露糖醇或其三酯衍生物合成它们的方法。新型衍生物 6-氟-1,3-亚氨基-1,4,6-三脱氧-D-甘露醇和 1,4-二脱氧-1,4-亚氨基-D-甘露醇的 N-丁基和 N-苄基衍生物具有有效的甘露糖苷酶抑制活性。
• Dose escalation enzyme replacement therapy for treating acid sphingomyelinase deficiency
  申请人：Icahn School of Medicine at Mount Sinai

  公开号：US10188705B2

  公开（公告）日：2019-01-29

  The invention relates to dose escalation enzyme replacement therapy using acid sphingomyelinase (ASM) for the treatment of human subjects having acid sphingomyelinase deficiency (ASMD), and, in particular, patients with non-neurological manifestations of Niemann-Pick Disease (NPD), and in certain embodiments, NPD type B.

  本发明涉及使用酸性鞘磷脂酶（ASM）的剂量递增酶替代疗法，用于治疗患有酸性鞘磷脂酶缺乏症（ASMD）的人类受试者，特别是患有非神经系统表现的尼曼-皮克病（NPD）患者，在某些实施例中，还包括NPD B型患者。
• High mannose proteins and methods of making high mannose proteins
  申请人：Shire Human Genetic Therapies, Inc.

  公开号：EP2292256B1

  公开（公告）日：2018-08-01