(S)-2-[(2R,5R,2'S,5'R,2''S,5''R)-5''-(1-Hydroxy-1-methyl-ethyl)-2',2''-dimethyl-dodecahydro-[2,2';5',2'']terfuran-5-yl]-4-[(2R,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-butan-2-ol | 475194-53-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (S)-2-[(2R,5R,2'S,5'R,2''S,5''R)-5''-(1-Hydroxy-1-methyl-ethyl)-2',2''-dimethyl-dodecahydro-[2,2';5',2'']terfuran-5-yl]-4-[(2R,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-butan-2-ol
• CAS: 475194-53-7
• 化学式: C₃₀H₅₂O₆
• 分子量: 508.739
• InChiKey: GYBUKUSJYOPNSE-QTRYCAJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  80.68
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[(2R,5R,2'S,5'R,2''S,5''R)-5''-(1-Hydroxy-1-methyl-ethyl)-2',2''-dimethyl-dodecahydro-[2,2';5',2'']terfuran-5-yl]-4-[(2R,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-butan-2-ol 在 camphor-10-sulfonic acid 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 (R)-2-[(2S,5S,2'R,5'R,2''S,5''R,2'''S,5'''R)-5'''-(1-Hydroxy-1-methyl-ethyl)-2,2'',2'''-trimethyl-hexadecahydro-[2,2';5',2'';5'',2''']quaterfuran-5-yl]-6-methyl-hept-5-en-2-ol
  参考文献：
  名称：

  Complete assignment of the stereostructure of a new squalene-derived epoxy tri-THF diol from Spathelia glabrescens by total synthesis

  摘要：

  The total assignment of the incomplete stereostructure of a new squalene-derived epoxy tri-tetrahydrofuran (THF) diol (2) to the Structural formula 3 has been achieved through the first asymmetric syntheses of (22S)-3 and its epimer (22R)-4. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01167-x
• 作为产物：
  描述：

  (2S,5E)-2-[(2R,5R)-5-[(2S,5R)-5-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2-methyloxolan-2-yl]oxolan-2-yl]-6,10-dimethylundeca-5,9-dien-2-ol 在 Oxone 、 Shi's ketone 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 生成 (S)-2-[(2R,5R,2'S,5'R,2''S,5''R)-5''-(1-Hydroxy-1-methyl-ethyl)-2',2''-dimethyl-dodecahydro-[2,2';5',2'']terfuran-5-yl]-4-[(2R,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-butan-2-ol 、 (E)-(S)-8-((R)-3,3-Dimethyl-oxiranyl)-2-[(2R,5R,2'S,5'R,2''S,5''R)-5''-(1-hydroxy-1-methyl-ethyl)-2',2''-dimethyl-dodecahydro-[2,2';5',2'']terfuran-5-yl]-6-methyl-oct-5-en-2-ol
  参考文献：
  名称：

  Complete assignment of the stereostructure of a new squalene-derived epoxy tri-THF diol from Spathelia glabrescens by total synthesis

  摘要：

  The total assignment of the incomplete stereostructure of a new squalene-derived epoxy tri-tetrahydrofuran (THF) diol (2) to the Structural formula 3 has been achieved through the first asymmetric syntheses of (22S)-3 and its epimer (22R)-4. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01167-x