(3aR,6S,6aR)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,6S,6aR)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one
• 化学式: C₁₈H₂₆O₆
• 分子量: 338.401
• InChiKey: LSYWGADBJSVSSP-BYNSBNAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3aR,6S,6aR)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 生成 (3aR,6S,6aR)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-ol
  参考文献：
  名称：

  Synthetic studies on halichondrins: A practical synthesis of the C.1C.13 segment

  摘要：

  A practical, scalable synthesis of the C.1-C.13 segment of halichondrin B has been developed starting from L-mannonic-gamma-lactone, using C-allylation/oxy-Michael cyclization and Ni(II)/Cr(II)-mediated vinyltrimethylsilane addition to set the C.6/C.3 and C.11 stereocenters, respectively. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)01999-5
• 作为产物：
  描述：

  环己酮 、 L-甘露糖酸-1,4-内酯 在 硫酸 作用下， 以 甲苯 为溶剂， 以65%的产率得到(3aR,6S,6aR)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one
  参考文献：
  名称：

  Synthetic studies on halichondrins: A practical synthesis of the C.1C.13 segment

  摘要：

  A practical, scalable synthesis of the C.1-C.13 segment of halichondrin B has been developed starting from L-mannonic-gamma-lactone, using C-allylation/oxy-Michael cyclization and Ni(II)/Cr(II)-mediated vinyltrimethylsilane addition to set the C.6/C.3 and C.11 stereocenters, respectively. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)01999-5

文献信息

• INTERMEDIATE FOR PREPARING ERIBULIN MESYLATE AND PROCESS FOR PREPARING THE SAME
  申请人：YONSUNG FINE CHEMICAL CO., LTD.

  公开号：US20190337964A1

  公开（公告）日：2019-11-07

  The present invention relates to a process for preparing an intermediate for the preparation of eribulin mesylate with high yields, and an intermediate therefor.

  本发明涉及一种制备埃利布林甲磺酸盐中间体的方法，该方法具有高产率，并涉及该中间体。
• Intermediate for preparing eribulin mesylate and process for preparing the same
  申请人：YONSUNG FINE CHEMICAL CO., LTD.

  公开号：US10865212B2

  公开（公告）日：2020-12-15

  The present invention relates to a process for preparing an intermediate for the preparation of eribulin mesylate with high yields, and an intermediate therefor.

  本发明涉及一种高产率制备甲磺酸艾瑞布林的工艺及其中间体。
• Synthetic studies on halichondrins: A practical synthesis of the C.1C.13 segment
  作者：Dean P Stamos、Yoshito Kishi

  DOI：10.1016/s0040-4039(96)01999-5

  日期：1996.11

  A practical, scalable synthesis of the C.1-C.13 segment of halichondrin B has been developed starting from L-mannonic-gamma-lactone, using C-allylation/oxy-Michael cyclization and Ni(II)/Cr(II)-mediated vinyltrimethylsilane addition to set the C.6/C.3 and C.11 stereocenters, respectively. Copyright (C) 1996 Elsevier Science Ltd