(9Z,15E)-(R)-4-Hydroxy-2-methoxy-11-(4-methoxy-benzyloxy)-7-methyl-7,8,11,12,13,14-hexahydro-6-oxa-benzocyclotetradecen-5-one | 460358-61-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (9Z,15E)-(R)-4-Hydroxy-2-methoxy-11-(4-methoxy-benzyloxy)-7-methyl-7,8,11,12,13,14-hexahydro-6-oxa-benzocyclotetradecen-5-one
• CAS: 460358-61-6
• 化学式: C₂₇H₃₂O₆
• 分子量: 452.547
• InChiKey: WUNKZEOSXYOUFA-YAFXBLLFSA-N

反应信息

• 作为反应物：
  描述：

  (9Z,15E)-(R)-4-Hydroxy-2-methoxy-11-(4-methoxy-benzyloxy)-7-methyl-7,8,11,12,13,14-hexahydro-6-oxa-benzocyclotetradecen-5-one 在 2,3-二氯-5,6-二氰基-1,4-苯醌 、 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以70%的产率得到(9Z,15E)-(R)-4-Hydroxy-2-methoxy-7-methyl-7,8,13,14-tetrahydro-12H-6-oxa-benzocyclotetradecene-5,11-dione
  参考文献：
  名称：

  Convergent stereospecific synthesis of LL-Z1640-2 (or C292), hypothemycin and related macrolides. Part 2

  摘要：

  The total synthesis of C292 (or LL-Z1640-2) and hypothemycin has been achieved. The 14-membered ring formation was achieved either via an intramolecular Suzuki coupling or much more efficiently via a Mitsunobu macrolactonisation. Reaction conditions were found to preserve the Z enone: selective epoxidation of C292 afforded hypothemycin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00871-7
• 作为产物：
  描述：

  2-Hydroxy-6-[(1E,7Z)-(S)-10-hydroxy-6-(4-methoxy-benzyloxy)-undeca-1,7-dienyl]-4-methoxy-benzoic acid 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以70%的产率得到(9Z,15E)-(R)-4-Hydroxy-2-methoxy-11-(4-methoxy-benzyloxy)-7-methyl-7,8,11,12,13,14-hexahydro-6-oxa-benzocyclotetradecen-5-one
  参考文献：
  名称：

  Convergent stereospecific synthesis of LL-Z1640-2 (or C292), hypothemycin and related macrolides. Part 2

  摘要：

  The total synthesis of C292 (or LL-Z1640-2) and hypothemycin has been achieved. The 14-membered ring formation was achieved either via an intramolecular Suzuki coupling or much more efficiently via a Mitsunobu macrolactonisation. Reaction conditions were found to preserve the Z enone: selective epoxidation of C292 afforded hypothemycin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00871-7