methyl (4S)-4-C-dimethoxyphosphinoyl-2,3-O-isopropylidene-β-D-erythro-pentopyranoside | 1007301-83-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (4S)-4-C-dimethoxyphosphinoyl-2,3-O-isopropylidene-β-D-erythro-pentopyranoside
• 英文别名: (3aR,4R,7S,7aS)-7-dimethoxyphosphoryl-4-methoxy-2,2-dimethyl-3a,4,6,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS: 1007301-83-8
• 化学式: C₁₁H₂₁O₈P
• 分子量: 312.257
• InChiKey: CNFBCUIBHLKFHG-LOKLDPHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  甲基戊酰氯 、 methyl (4S)-4-C-dimethoxyphosphinoyl-2,3-O-isopropylidene-β-D-erythro-pentopyranoside 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Improved Syntheses of D-Ribo- and 2-Deoxy-D-ribofuranose Phospho Sugars from Methyl b-D-Ribopyranoside

  摘要：

  Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-beta-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-beta-D-erythro-pentopyranoside (20) were efficiently prepared respectively from methyl 2,3-O-isopropylidene-beta-D-ribopyranoside (7a) and its 3,4-O-isopropylidene isomer (7b) in appreciably improved total yields compared with those via previously reported routes. Compounds (12a, 20) were led to D-ribofuranose and 2-deoxy-D-ribofuranose phospho sugars (4, 5).

  DOI：

  10.3987/com-07-s(u)34
• 作为产物：
  描述：

  (methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid)-4-ulose 、 亚磷酸二甲酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 1.0h， 以98%的产率得到methyl (4S)-4-C-dimethoxyphosphinoyl-2,3-O-isopropylidene-β-D-erythro-pentopyranoside
  参考文献：
  名称：

  Improved Syntheses of D-Ribo- and 2-Deoxy-D-ribofuranose Phospho Sugars from Methyl b-D-Ribopyranoside

  摘要：

  Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-beta-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-beta-D-erythro-pentopyranoside (20) were efficiently prepared respectively from methyl 2,3-O-isopropylidene-beta-D-ribopyranoside (7a) and its 3,4-O-isopropylidene isomer (7b) in appreciably improved total yields compared with those via previously reported routes. Compounds (12a, 20) were led to D-ribofuranose and 2-deoxy-D-ribofuranose phospho sugars (4, 5).

  DOI：

  10.3987/com-07-s(u)34

文献信息

• Improved Syntheses of D-Ribo- and 2-Deoxy-D-ribofuranose Phospho Sugars from Methyl b-D-Ribopyranoside
  作者：Tadashi Hanaya、Yuko Koga、Heizan Kawamoto、Hiroshi Yamamoto

  DOI：10.3987/com-07-s(u)34

  日期：——

  Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-beta-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-beta-D-erythro-pentopyranoside (20) were efficiently prepared respectively from methyl 2,3-O-isopropylidene-beta-D-ribopyranoside (7a) and its 3,4-O-isopropylidene isomer (7b) in appreciably improved total yields compared with those via previously reported routes. Compounds (12a, 20) were led to D-ribofuranose and 2-deoxy-D-ribofuranose phospho sugars (4, 5).