(5S,6S,9S)-3-Bromo-6-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-6,9-dimethyl-1-oxa-spiro[4.5]deca-3,7-dien-2-one | 912542-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: (5S,6S,9S)-3-Bromo-6-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-6,9-dimethyl-1-oxa-spiro[4.5]deca-3,7-dien-2-one
• 英文别名: (5S,6S,9S)-3-bromo-6-[(E)-3-[tert-butyl(dimethyl)silyl]oxyprop-1-enyl]-8-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-methoxy-6,9-dimethyl-1-oxaspiro[4.5]deca-3,7-dien-2-one
• CAS: 912542-36-0
• 化学式: C₃₈H₅₃BrO₅Si₂
• 分子量: 725.911
• InChiKey: FCQUQOPIGXKBAZ-KFYGQNTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.66
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (5S,6S,9S)-3-Bromo-6-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-6,9-dimethyl-1-oxa-spiro[4.5]deca-3,7-dien-2-one 在 manganese(IV) oxide 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 2.0h， 生成 (5S,6S,9S)-6-[(E)-3-[tert-butyl(dimethyl)silyl]oxyprop-1-enyl]-8-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-[(E)-3-[(5R,6S,9S)-8-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-methoxy-6,9-dimethyl-2-oxo-1-oxaspiro[4.5]deca-3,7-dien-6-yl]prop-2-enoyl]-4-methoxy-6,9-dimethyl-1-oxaspiro[4.5]deca-3,7-dien-2-one
  参考文献：
  名称：

  Studies on the Synthesis of Quartromicins A₃ and D₃:  Synthesis of the Vertical and Horizontal Bis-Spirotetronate Fragments

  摘要：

  Syntheses of the vertical (3) and horizontal (4) bis-spirotetronate units of quartromicins A(3) and D-3 are described, along with an efficient synthesis of alpha-hydroxy aldehyde exo-8b, a precursor to the exo-spirotetronate fragments 19 and 21.

  DOI：

  10.1021/jo061059c
• 作为产物：
  描述：

  (5S,6S,9S)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-6,9-dimethyl-1-oxa-spiro[4.5]deca-3,7-dien-2-one 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 (5S,6S,9S)-3-Bromo-6-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-6,9-dimethyl-1-oxa-spiro[4.5]deca-3,7-dien-2-one
  参考文献：
  名称：

  Studies on the Synthesis of Quartromicins A₃ and D₃:  Synthesis of the Vertical and Horizontal Bis-Spirotetronate Fragments

  摘要：

  Syntheses of the vertical (3) and horizontal (4) bis-spirotetronate units of quartromicins A(3) and D-3 are described, along with an efficient synthesis of alpha-hydroxy aldehyde exo-8b, a precursor to the exo-spirotetronate fragments 19 and 21.

  DOI：

  10.1021/jo061059c

文献信息

• Studies on the Synthesis of Quartromicins A₃ and D₃:  Synthesis of the Vertical and Horizontal Bis-Spirotetronate Fragments
  作者：Tony K. Trullinger、Jun Qi、William R. Roush

  DOI：10.1021/jo061059c

  日期：2006.9.1

  Syntheses of the vertical (3) and horizontal (4) bis-spirotetronate units of quartromicins A(3) and D-3 are described, along with an efficient synthesis of alpha-hydroxy aldehyde exo-8b, a precursor to the exo-spirotetronate fragments 19 and 21.