(3S,4R,5R)-8-Benzyloxy-4-methyl-oct-1-ene-3,5-diol | 452085-19-7

• 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: (3S,4R,5R)-8-Benzyloxy-4-methyl-oct-1-ene-3,5-diol
• 英文别名: (3S,4R,5R)-4-methyl-8-phenylmethoxyoct-1-ene-3,5-diol
• CAS: 452085-19-7
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: CFOOWRWKQBHNJS-CWRNSKLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲酸 、 (3S,4R,5R)-8-Benzyloxy-4-methyl-oct-1-ene-3,5-diol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 (Z)-(4S,5R)-8-Benzyloxy-4-methyl-oct-2-ene-1,5-diol 、 Benzoic acid (1R,2R,3R)-6-benzyloxy-3-hydroxy-2-methyl-1-vinyl-hexyl ester
  参考文献：
  名称：

  A stereocontrolled synthetic route to the C1C18 subunit of pamamycin-607

  摘要：

  The C1 C18 subunit 2 of the 16-membered macrodiolide pamamycin-607 has been synthesized stereo selectively using the Ag2CO3-mediated intramolecular iodoetherification for the two cis-2,5-disubstituted tetrahydrofurans, crotylation and cuprate epoxide opening for the hydroxyl and methyl substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00655-x
• 作为产物：
  描述：

  (S)-Pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-[(R)-4-benzyloxy-1-((S)-2-hydroxy-1-methyl-ethyl)-butyl] ester 在 lithium hydroxide 、 水 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 (3S,4R,5R)-8-Benzyloxy-4-methyl-oct-1-ene-3,5-diol
  参考文献：
  名称：

  A stereocontrolled synthetic route to the C1C18 subunit of pamamycin-607

  摘要：

  The C1 C18 subunit 2 of the 16-membered macrodiolide pamamycin-607 has been synthesized stereo selectively using the Ag2CO3-mediated intramolecular iodoetherification for the two cis-2,5-disubstituted tetrahydrofurans, crotylation and cuprate epoxide opening for the hydroxyl and methyl substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00655-x

文献信息

• A stereocontrolled synthetic route to the C1C18 subunit of pamamycin-607
  作者：Sung Ho Kang、Joon Won Jeong

  DOI：10.1016/s0040-4039(02)00655-x

  日期：2002.5

  The C1 C18 subunit 2 of the 16-membered macrodiolide pamamycin-607 has been synthesized stereo selectively using the Ag2CO3-mediated intramolecular iodoetherification for the two cis-2,5-disubstituted tetrahydrofurans, crotylation and cuprate epoxide opening for the hydroxyl and methyl substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.