methyl 2,6-dideoxy-4-O-methyl-α-L-eryyhro-hexopyranosid-3-ulose | 61199-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: methyl 2,6-dideoxy-4-O-methyl-α-L-eryyhro-hexopyranosid-3-ulose
• 英文别名: methyl 2,6-dideoxy-4-O-methyl-α-L-erythro-hexopyranosid-3-ulose；(2S,3S,6R)-3,6-dimethoxy-2-methyloxan-4-one
• CAS: 61199-77-7
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: KOQNSXZGLJKKNF-ARDNSNSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2,6-dideoxy-4-O-methyl-α-L-eryyhro-hexopyranosid-3-ulose 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以85%的产率得到methyl 2,6-dideoxy-4-O-methyl-α-L-ribo-hexopyranoside
  参考文献：
  名称：

  A facile synthesis of derivatives of 2,6-dideoxy-4-O-methyl-l-ribo-hexose, a component of kijanimicin

  摘要：

  DOI：

  10.1016/s0008-6215(00)81863-7
• 作为产物：
  描述：

  methyl exo-2,3-O-benzylidene-4-O-methyl-α-L-rhamnopyranoside 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以23%的产率得到methyl 2,6-dideoxy-4-O-methyl-α-L-eryyhro-hexopyranosid-3-ulose
  参考文献：
  名称：

  On the synthesis of the 2,6-dideoxysugar l-digitoxose

  摘要：

  As deoxysugars are integral components of many natural products, the development of efficient chemical and enzymatic routes to prepare these compounds is of particular interest. Herein, we report a comparison of several synthetic methodologies used to prepare protected derivatives of the 2,6-dideoxysugar L-digitoxose. A novel, stereoselective synthetic route to efficiently access methyl 4-O-tert-butyldimethylsilyl-2,6-dideoxy-3-O-trimethylsilyl-alpha-L-ribo-hexopyranoside in 35% yield over nine facile steps is described. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.09.012

文献信息

• On the synthesis of the 2,6-dideoxysugar l-digitoxose
  作者：Shannon C. Timmons、David L. Jakeman

  DOI：10.1016/j.carres.2007.09.012

  日期：2007.12

  As deoxysugars are integral components of many natural products, the development of efficient chemical and enzymatic routes to prepare these compounds is of particular interest. Herein, we report a comparison of several synthetic methodologies used to prepare protected derivatives of the 2,6-dideoxysugar L-digitoxose. A novel, stereoselective synthetic route to efficiently access methyl 4-O-tert-butyldimethylsilyl-2,6-dideoxy-3-O-trimethylsilyl-alpha-L-ribo-hexopyranoside in 35% yield over nine facile steps is described. (C) 2007 Elsevier Ltd. All rights reserved.
• A facile synthesis of derivatives of 2,6-dideoxy-4-O-methyl-l-ribo-hexose, a component of kijanimicin
  作者：Hazim I. Ahmad、John S. Brimacombe、May S. Saeed

  DOI：10.1016/s0008-6215(00)81863-7

  日期：1982.7