(S)-5-Furan-3-yl-2-[2-((1S,2R)-1,2,5,5-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-yl)-ethyl]-pentanal | 189286-32-6

• 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)-5-Furan-3-yl-2-[2-((1S,2R)-1,2,5,5-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-yl)-ethyl]-pentanal
• CAS: 189286-32-6
• 化学式: C₂₅H₃₈O₂
• 分子量: 370.576
• InChiKey: MDUYLFUJOQWQSO-RNHFSVANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.14
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  30.21
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-5-Furan-3-yl-2-[2-((1S,2R)-1,2,5,5-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-yl)-ethyl]-pentanal 在 N-甲基吗啉 、 sodium chlorite 、 2-甲基-2-丁烯 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 18.0h， 生成 (R)-{(S)-5-Furan-3-yl-2-[2-((1S,2R)-1,2,5,5-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-yl)-ethyl]-pentanoylamino}-phenyl-acetic acid methyl ester
  参考文献：
  名称：

  Absolute configuration of halisulfate 3 from the sponge Ircinia sp

  摘要：

  The absolute configuration of halisulfate 3 (1), a metabolite of the sponge Ircinia sp. from the Philippines, was determined in two steps. The (13S) absolute configuration was derived by application of the chiral amide method using acid 5. The (8R,9S) stereochemistry of the bicyclic ring system was obtained by comparison of the optical rotation of the degradation product 8 with that of an ester 9 of known absolute configuration. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00202-0
• 作为产物：
  描述：

  (S)-5-Furan-3-yl-2-[2-((1S,2R)-1,2,5,5-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-yl)-ethyl]-pentan-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (S)-5-Furan-3-yl-2-[2-((1S,2R)-1,2,5,5-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-yl)-ethyl]-pentanal
  参考文献：
  名称：

  Absolute configuration of halisulfate 3 from the sponge Ircinia sp

  摘要：

  The absolute configuration of halisulfate 3 (1), a metabolite of the sponge Ircinia sp. from the Philippines, was determined in two steps. The (13S) absolute configuration was derived by application of the chiral amide method using acid 5. The (8R,9S) stereochemistry of the bicyclic ring system was obtained by comparison of the optical rotation of the degradation product 8 with that of an ester 9 of known absolute configuration. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00202-0