[(2S,4S,6R,8S,10S)-2-[(3R,4S,5S)-4-acetyloxy-7-[(2R,4S,6R,8S,10S)-4-hydroxy-10-methoxy-2-[(4-methoxyphenyl)methoxymethoxymethyl]-1,7-dioxaspiro[5.5]undecan-8-yl]-3,5-dimethyl-2-methylidene-6-oxoheptyl]-4-hydroxy-8-(2-hydroxyethyl)-4-methyl-1,7-dioxaspiro[5.5]undecan-10-yl] acetate | 204448-44-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2S,4S,6R,8S,10S)-2-[(3R,4S,5S)-4-acetyloxy-7-[(2R,4S,6R,8S,10S)-4-hydroxy-10-methoxy-2-[(4-methoxyphenyl)methoxymethoxymethyl]-1,7-dioxaspiro[5.5]undecan-8-yl]-3,5-dimethyl-2-methylidene-6-oxoheptyl]-4-hydroxy-8-(2-hydroxyethyl)-4-methyl-1,7-dioxaspiro[5.5]undecan-10-yl] acetate
• CAS: 204448-44-2
• 化学式: C₄₆H₇₀O₁₆
• 分子量: 879.052
• InChiKey: CANQOTCLDIXWET-BWDZMWDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  62
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  204
• 氢给体数：
  3
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [(2S,4S,6R,8S,10S)-2-[(3R,4S,5S)-4-acetyloxy-7-[(2R,4S,6R,8S,10S)-4-hydroxy-10-methoxy-2-[(4-methoxyphenyl)methoxymethoxymethyl]-1,7-dioxaspiro[5.5]undecan-8-yl]-3,5-dimethyl-2-methylidene-6-oxoheptyl]-4-hydroxy-8-(2-hydroxyethyl)-4-methyl-1,7-dioxaspiro[5.5]undecan-10-yl] acetate 在 高氯酸 、 calcium perchlorate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以84%的产率得到[(2S,4S,6R,8S,10S)-2-[(3R,4S,5S)-4-acetyloxy-7-[(2R,4S,6S,8S,10S)-4-hydroxy-10-methoxy-2-[(4-methoxyphenyl)methoxymethoxymethyl]-1,7-dioxaspiro[5.5]undecan-8-yl]-3,5-dimethyl-2-methylidene-6-oxoheptyl]-4-hydroxy-8-(2-hydroxyethyl)-4-methyl-1,7-dioxaspiro[5.5]undecan-10-yl] acetate
  参考文献：
  名称：

  The Spongistatins: Architecturally Complex Natural Products-Part One: A Formal Synthesis of (+)-Spongistatin 1 by Construction of an Advanced ABCD Fragment

  摘要：

  DOI：

  10.1002/1521-3773(20010105)40:1<191::aid-anie191>3.0.co;2-c
• 作为产物：
  描述：

  [(2S,4S,6R,8S,10S)-2-[(3R,4S,5R,6R)-4-acetyloxy-7-[(2R,4S,6S,8S,10S)-4-[tert-butyl(dimethyl)silyl]oxy-10-methoxy-2-(phenylmethoxymethyl)-1,7-dioxaspiro[5.5]undecan-8-yl]-3,5-dimethyl-2-methylidene-6-(phenylmethoxymethoxy)heptyl]-8-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-4-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undecan-10-yl] acetate 在 palladium dihydroxide 吡啶 、 1-甲基-1,4-环己二烯 、 氢氟酸 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 、 calcium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 [(2S,4S,6R,8S,10S)-2-[(3R,4S,5S)-4-acetyloxy-7-[(2R,4S,6R,8S,10S)-4-hydroxy-10-methoxy-2-[(4-methoxyphenyl)methoxymethoxymethyl]-1,7-dioxaspiro[5.5]undecan-8-yl]-3,5-dimethyl-2-methylidene-6-oxoheptyl]-4-hydroxy-8-(2-hydroxyethyl)-4-methyl-1,7-dioxaspiro[5.5]undecan-10-yl] acetate
  参考文献：
  名称：

  The Spongistatins: Architecturally Complex Natural Products-Part One: A Formal Synthesis of (+)-Spongistatin 1 by Construction of an Advanced ABCD Fragment

  摘要：

  DOI：

  10.1002/1521-3773(20010105)40:1<191::aid-anie191>3.0.co;2-c

文献信息

• Total Synthesis of Altohyrtin A (Spongistatin 1): Part 1
  作者：Jiasheng Guo、Kevin J. Duffy、Kirk L. Stevens、Peter I. Dalko、Rebecca M. Roth、Matthew M. Hayward、Yoshito Kishi

  DOI：10.1002/(sici)1521-3773(19980202)37:1/2<187::aid-anie187>3.0.co;2-d

  日期：1998.2.2