(7S,8R,9S)-8-Benzyloxymethoxy-7-hydroxy-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one | 860437-78-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (7S,8R,9S)-8-Benzyloxymethoxy-7-hydroxy-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one
• 英文别名: (7S,8R,9S)-7-hydroxy-10-[(4S,5S)-5-[3-[(4-methoxyphenyl)methoxy]propyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,9-dimethyl-8-(phenylmethoxymethoxy)dec-1-en-5-one
• CAS: 860437-78-1
• 化学式: C₃₆H₅₂O₈
• 分子量: 612.804
• InChiKey: AKHCXEACDYCLSJ-MKAMBRQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  44
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  (7S,8R,9S)-8-Benzyloxymethoxy-7-hydroxy-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one 在 sodium tetrahydroborate 、 sodium periodate 、 四氧化锇 、 二乙基甲氧基硼烷 、 4-甲基苯磺酸吡啶 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲醇 、 phosphate buffer 、 二氯甲烷 、 水 为溶剂， 反应 6.0h， 生成 4-((4S,6S)-6-((1R)-1-((benzyloxy)methoxy)-3-((4S,5S)-5-(3-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropyl)-2,2-dimethyl-1,3-dioxan-4-yl)butan-2-one
  参考文献：
  名称：

  The Polyol Domain of Amphidinol 3. A Stereoselective Synthesis of the Entire C(1)−C(30) Sector

  摘要：

  The richly oxygenated C(1)-C(30) polyol segment of amphidinol 3 has been synthesized in protected form. Incorporated in this long chain are 10 of the 25 stereogenic centers housed in the target. The asymmetric pathway that has been developed is based on the efficient union of three independently prepared subunits.

  DOI：

  10.1021/ol0511833
• 作为产物：
  描述：

  (3S,4R,5S)-4-Benzyloxymethoxy-3-(tert-butyl-diphenyl-silanyloxy)-6-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methyl-hexan-1-ol 在 吡啶 、 四丁基氟化铵 、 戴斯-马丁氧化剂 、 magnesium 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 水 、 溶剂黄146 为溶剂， 反应 103.5h， 生成 (7S,8R,9S)-8-Benzyloxymethoxy-7-hydroxy-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one
  参考文献：
  名称：

  The Polyol Domain of Amphidinol 3. A Stereoselective Synthesis of the Entire C(1)−C(30) Sector

  摘要：

  The richly oxygenated C(1)-C(30) polyol segment of amphidinol 3 has been synthesized in protected form. Incorporated in this long chain are 10 of the 25 stereogenic centers housed in the target. The asymmetric pathway that has been developed is based on the efficient union of three independently prepared subunits.

  DOI：

  10.1021/ol0511833

文献信息

• The Polyol Domain of Amphidinol 3. A Stereoselective Synthesis of the Entire C(1)−C(30) Sector
  作者：Leo A. Paquette、Shuh-Kuen Chang

  DOI：10.1021/ol0511833

  日期：2005.7.1

  The richly oxygenated C(1)-C(30) polyol segment of amphidinol 3 has been synthesized in protected form. Incorporated in this long chain are 10 of the 25 stereogenic centers housed in the target. The asymmetric pathway that has been developed is based on the efficient union of three independently prepared subunits.