2,2-Dimethyl-propionic acid (3R,4S,5S,6R)-7-[1,3]dithiolan-2-yl-3,5-dihydroxy-4-methoxy-6-methyl-heptyl ester | 204275-92-3

• 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: 2,2-Dimethyl-propionic acid (3R,4S,5S,6R)-7-[1,3]dithiolan-2-yl-3,5-dihydroxy-4-methoxy-6-methyl-heptyl ester
• CAS: 204275-92-3
• 化学式: C₁₇H₃₂O₅S₂
• 分子量: 380.57
• InChiKey: TWKIREVQPYMURB-UXOAXIEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  75.99
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-甲氧基丙烯 、 2,2-Dimethyl-propionic acid (3R,4S,5S,6R)-7-[1,3]dithiolan-2-yl-3,5-dihydroxy-4-methoxy-6-methyl-heptyl ester 在 camphor-10-sulfonic acid 作用下， 以 氯仿 为溶剂， 反应 0.25h， 以85%的产率得到
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; installation of the hydroxy groups at C-4 and C-5: a model study

  摘要：

  The stereochemical course of the osmium-mediated bis-hydroxylation of the allylic derivative 6c, whose the structure is closely related to that of a C-1/C-7 fragment of the title aglycone, has been established unambiguously by X-ray analysis of a carboxylic acid derived from one of the two diastereomeric dials which formed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10760-2
• 作为产物：
  描述：

  (R)-4-Benzenesulfonyl-3-methyl-butyronitrile 在 4-二甲氨基吡啶 、 potassium osmate(VI) 、 正丁基锂 、 sodium amalgam 、 甲基磺酰胺 、 AD-mix-β 、 camphor-10-sulfonic acid 、 三氟化硼乙醚 、 4-甲基苯磺酸吡啶 、 乙酸酐 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.25h， 生成 2,2-Dimethyl-propionic acid (3R,4S,5S,6R)-7-[1,3]dithiolan-2-yl-3,5-dihydroxy-4-methoxy-6-methyl-heptyl ester
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; installation of the hydroxy groups at C-4 and C-5: a model study

  摘要：

  The stereochemical course of the osmium-mediated bis-hydroxylation of the allylic derivative 6c, whose the structure is closely related to that of a C-1/C-7 fragment of the title aglycone, has been established unambiguously by X-ray analysis of a carboxylic acid derived from one of the two diastereomeric dials which formed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10760-2