Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-chlorocarbonylmethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-chlorocarbonylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester | 132627-78-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-chlorocarbonylmethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-chlorocarbonylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester
• CAS: 132627-78-2
• 化学式: C₂₆H₃₂Cl₂O₁₇
• 分子量: 687.436
• InChiKey: CKXPYQYZGBWCJS-UCSFQTCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  219.63
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-chlorocarbonylmethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-chlorocarbonylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 在 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 98.0h， 生成 1-octyl <(1-octyl 6-deoxy-α-D-gluco-heptopyranosyluronate)-6-deoxy-α-D-gluco-heptopyranosid>uronate
  参考文献：
  名称：

  Synthesis of alkyl [(alkyl 6-deoxy-α-d-gluco-heptopyranosyl-uronate) 6-deoxy-α-d-gluco-heptopyranosid]uronates, a novel type of mirror pseudo cord factor

  摘要：

  The 1-octyl, 1-pentadecyl, 1-hexadecyl, 1-heptadecyl, and 1-octadecyl diesters of (6-deoxy-alpha-D-gluco-heptopyranosyluronic acid) 6-deoxy-alpha-D-gluco-heptopyranosiduronic acid, a new homolog of trehalosuronic acid, were prepared by two procedures. One procedure involved conversion of the peracetylated acid into its dichloride, reaction of the latter with the alkanols, and acid-catalyzed deacetylation of the products, whereas the other consisted of reaction of alkyl mesylates with the potassium salt of the unprotected acid.

  DOI：

  10.1016/0008-6215(91)80155-g
• 作为产物：
  描述：

  2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(carboxymethyl)oxan-2-yl]oxyoxan-2-yl]acetic acid 在 草酰氯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.58h， 生成 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-chlorocarbonylmethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-chlorocarbonylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of alkyl [(alkyl 6-deoxy-α-d-gluco-heptopyranosyl-uronate) 6-deoxy-α-d-gluco-heptopyranosid]uronates, a novel type of mirror pseudo cord factor

  摘要：

  The 1-octyl, 1-pentadecyl, 1-hexadecyl, 1-heptadecyl, and 1-octadecyl diesters of (6-deoxy-alpha-D-gluco-heptopyranosyluronic acid) 6-deoxy-alpha-D-gluco-heptopyranosiduronic acid, a new homolog of trehalosuronic acid, were prepared by two procedures. One procedure involved conversion of the peracetylated acid into its dichloride, reaction of the latter with the alkanols, and acid-catalyzed deacetylation of the products, whereas the other consisted of reaction of alkyl mesylates with the potassium salt of the unprotected acid.

  DOI：

  10.1016/0008-6215(91)80155-g