((3aR,6R,7S,7aR)-6-Allyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-dimethyl-silane | 202589-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: ((3aR,6R,7S,7aR)-6-Allyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-dimethyl-silane
• 英文别名: [(3aR,6R,7S,7aR)-2,2-dimethyl-6-prop-2-enoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy-tert-butyl-dimethylsilane
• CAS: 202589-83-1
• 化学式: C₁₇H₃₂O₅Si
• 分子量: 344.524
• InChiKey: NKMZBHVCSOCLPM-APIJFGDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  肉桂醛 、 ((3aR,6R,7S,7aR)-6-Allyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-dimethyl-silane 在 仲丁基锂 、 三乙基铝 作用下， 生成 (E)-(3S,4S)-4-[(3aR,6S,7S,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy]-1-phenyl-hexa-1,5-dien-3-ol
  参考文献：
  名称：

  Arabinose as a chiral auxiliary for the asymmetric α-hydroxyallylation of aldehydes to syn-1,2-diols

  摘要：

  In the presence of triethylaluminum, enantiomerically pure syn-1-substituted-butene-1,2-diol derivatives 4 are synthesized stereoselectively starting from allyl arabinopyranoside 3 and aldehydes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10656-6
• 作为产物：
  描述：

  allyl β-D-arabinopyranoside 在 咪唑 、 对甲苯磺酸 作用下， 生成 ((3aR,6R,7S,7aR)-6-Allyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Arabinose as a chiral auxiliary for the asymmetric α-hydroxyallylation of aldehydes to syn-1,2-diols

  摘要：

  In the presence of triethylaluminum, enantiomerically pure syn-1-substituted-butene-1,2-diol derivatives 4 are synthesized stereoselectively starting from allyl arabinopyranoside 3 and aldehydes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10656-6

文献信息

• Arabinose as a chiral auxiliary for the asymmetric α-hydroxyallylation of aldehydes to syn-1,2-diols
  作者：Jun-ichi Chika、Hisashi Takei

  DOI：10.1016/s0040-4039(97)10656-6

  日期：1998.2

  In the presence of triethylaluminum, enantiomerically pure syn-1-substituted-butene-1,2-diol derivatives 4 are synthesized stereoselectively starting from allyl arabinopyranoside 3 and aldehydes. (C) 1998 Elsevier Science Ltd. All rights reserved.