| 1133153-35-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1133153-35-1
• 化学式: C₁₅H₂₄O₇
• 分子量: 316.351
• InChiKey: DOVVGDUNJPIKLB-KEFKHEOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.18
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  102.29
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 ethyl (S)-2-acetyl-2-methyl-4-pentenoate 、 甲基 6-脱氧吡喃己糖苷
  参考文献：
  名称：

  Stereoselective α-alkylation of methyl 6-deoxy-3,4-di-O-(tert-butyldimethylsilyl)-2-O-(2-methyl-3-oxobutanoyl)-α-d-glucopyranoside

  摘要：

  Allylation and benzylation at the alpha-carbon of alpha-methylated acetoacetyl (2-methyl-3-oxobutanoyl) group incorporated into the 2-OH of methyl 6-deoxy-3,4-O-(tert-butyldimethylsilyl)-alpha-D-glucopyranoside provided the respective alpha,alpha-differentially alkylated acetoacetyl derivatives, both with high diastereoselectivity. Thus-obtained doubly alkylated products possess an all-carbon quaternary stereogenic center with an absolute stereochemistry opposite to that introduced by using the 4-O-acetoacetyl regioisomer as the alkylation substrate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.091
• 作为产物：
  描述：

  [(2S,3R,4R,5R,6R)-4,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methoxy-6-methyloxan-3-yl] (2S)-2-acetyl-2-methylpent-4-enoate 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  Stereoselective α-alkylation of methyl 6-deoxy-3,4-di-O-(tert-butyldimethylsilyl)-2-O-(2-methyl-3-oxobutanoyl)-α-d-glucopyranoside

  摘要：

  Allylation and benzylation at the alpha-carbon of alpha-methylated acetoacetyl (2-methyl-3-oxobutanoyl) group incorporated into the 2-OH of methyl 6-deoxy-3,4-O-(tert-butyldimethylsilyl)-alpha-D-glucopyranoside provided the respective alpha,alpha-differentially alkylated acetoacetyl derivatives, both with high diastereoselectivity. Thus-obtained doubly alkylated products possess an all-carbon quaternary stereogenic center with an absolute stereochemistry opposite to that introduced by using the 4-O-acetoacetyl regioisomer as the alkylation substrate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.091