methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranoside | 6087-46-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranoside
• 英文别名: methyl-[tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranoside；Methyl-[tri-O-acetyl-6-chlor-6-desoxy-α-D-glucopyranosid；Methyl-2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosid；Methyl-2,3,4-tri-O-acetyl-6-chlor-6-deoxy-α-D-glucopyranosid；[(2S,3S,4S,5R,6S)-4,5-diacetyloxy-2-(chloromethyl)-6-methoxyoxan-3-yl] acetate
• CAS: 6087-46-3
• 化学式: C₁₃H₁₉ClO₈
• 分子量: 338.742
• InChiKey: WOHUZHBCKXUUQX-LBELIVKGSA-N

物化性质

• 沸点：
  383.5±42.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranoside 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 methyl 2,3,4-tri-O-acetyl-6-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  合成天然和“非天然”UDP-和 TDP-核苷酸糖的通用酶法

  摘要：

  DOI：

  10.1021/ja001444y
• 作为产物：
  描述：

  alpha-甲基葡萄糖甙 在 吡啶 、 咪唑 、 四氯化碳 、 三苯基膦 作用下， 以 吡啶 、 乙腈 为溶剂， 反应 2.0h， 生成 methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Two Reagent Systems for Converting Hydroxy Compounds into Chlorides using the Triphenylphosphine/Imidazole System

  摘要：

  DOI：

  10.1055/s-1984-30769

文献信息

• Active-site engineering of nucleotidylyltransferases and general enzymatic methods for the synthesis of natural and "unnatural" UDP- and TDP-nucleotide sugars
  申请人：——

  公开号：US20030055235A1

  公开（公告）日：2003-03-20

  The present invention provides mutant nucleotidylyl-transferases, such as E p , having altered substrate specificity; methods for their production; and methods of producing nucleotide sugars, which utilize these nucleotidylyl-transferases. The present invention also provides methods of synthesizing desired nucleotide sugars using natural and/or modified Ep or other nucleotidyltransferases; and nucleotide sugars sythesized by the present methods. The present invention further provides new glycosyl phosphates, and methods for making them.

  本发明提供了一种突变型核苷酸转移酶，如E p ，具有改变的底物特异性；其生产方法；以及利用这些核苷酸转移酶生产核苷酸糖的方法。本发明还提供了使用天然和/或修饰的Ep或其他核苷酸转移酶合成所需的核苷酸糖的方法；以及通过本发明方法合成的核苷酸糖。本发明进一步提供了新的糖基磷酸酯，及其制造方法。
• ACTIVE-SITE ENGINEERING OF NUCLEOTIDYLYLTRANSFERASES AND GENERAL ENZYMATIC METHODS FOR THE SYNTHESIS OF NATURAL AND "UNNATURAL" UDP- AND TDP-NUCLEOTIDE SUGARS
  申请人：THORSON Jon

  公开号：US20070178487A1

  公开（公告）日：2007-08-02

  The present invention provides mutant nucleotidylyl-transferases, such as E p , having altered substrate specificity; methods for their production; and methods of producing nucleotide sugars, which utilize these nucleotidylyl-transferases. The present invention also provides methods of synthesizing desired nucleotide sugars using natural and/or modified E p or other nucleotidyltransferases; and nucleotide sugars sythesized by the present methods. The present invention further provides new glycosyl phosphates, and methods for making them.

  本发明提供了突变核苷酸转移酶，例如Ep，具有改变的底物特异性；其生产方法；以及利用这些核苷酸转移酶生产核苷酸糖的方法。本发明还提供了使用天然和/或改性的Epor或其他核苷酸转移酶合成所需核苷酸糖的方法；以及通过本方法合成的核苷酸糖。本发明还提供了新的糖基磷酸酯，以及制备它们的方法。
• Design and Reactivity of Organic Functional Groups — 2-Pyridylsulfonates as Nucleofugal Esters: Remarkably Mild Transformations into HAlides and Olefins
  作者：Stephen Hanessian、Masahiro Kagotani、Kossi Komaglou

  DOI：10.3987/com-88-s134

  日期：——
• Synthesis and surface-active properties of amphiphilic 6-aminocarbonyl derivatives of d-glucose
  作者：Valérie Maunier、Paul Boullanger、Dominique Lafont、Yves Chevalier

  DOI：10.1016/s0008-6215(96)00336-9

  日期：1997.3

  Several 6-amido-6-deoxy derivatives of methyl cu-D-glucopyranoside and D-glucopyranose were prepared via peracetylated 6-azido-6-deoxy or 6-deoxy-6-isocyanato intermediates. These compounds displayed high Krafft temperatures which could result from hydrogen bonding between NH and O-5. Their tensio-active properties above the Krafft temperature were compared with Hecameg (methyl 6-0-(N-heptylcarbamoyl)-alpha-D-glucopyranoside). (C) 1997 Elsevier Science Ltd.
• Helferich et al., Chemische Berichte, 1926, vol. 59, p. 79,83
  作者：Helferich et al.

  DOI：——

  日期：——