2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxyimino-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester | 852248-63-6

• 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: 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxyimino-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester
• CAS: 852248-63-6
• 化学式: C₃₇H₆₇NO₉Si₂
• 分子量: 726.111
• InChiKey: AGPJERGJAJGJKG-QTFZJSDKSA-N

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxyimino-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester 在 sodium hypochlorite 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(4S,5S)-4-[(3aS,4S,5R,6S)-6-[tert-butyl(dimethyl)silyl]oxy-3a-methyl-5-(2-trimethylsilylethoxymethoxy)-4,5,6,7-tetrahydro-3H-2,1-benzoxazol-4-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxaspiro[4.5]dec-7-en-7-yl]methyl 2,2-dimethylpropanoate 、 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[(Z)-hydroxyimino]-7-methylene-2-(2-trimethylsilanyl-ethoxymethoxy)-cycloheptyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester
  参考文献：
  名称：

  Synthesis of the AC Ring of Paclitaxel: Formation of the C Ring by [3+2] Cycloaddition with a Preformed A Ring

  摘要：

  The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.

  DOI：

  10.1055/s-2005-863739
• 作为产物：
  描述：

  三甲基乙酰氯 在 吡啶 、 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 camphor-10-sulfonic acid 、 盐酸羟胺 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxyimino-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester
  参考文献：
  名称：

  Synthesis of the AC Ring of Paclitaxel: Formation of the C Ring by [3+2] Cycloaddition with a Preformed A Ring

  摘要：

  The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.

  DOI：

  10.1055/s-2005-863739