2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6S)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-((3S,4R)-4-hydroxy-3-methyl-hexyloxy)-tetrahydro-pyran-4-yl ester | 199526-24-4

• 英文名称: 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6S)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-((3S,4R)-4-hydroxy-3-methyl-hexyloxy)-tetrahydro-pyran-4-yl ester
• CAS: 199526-24-4
• 化学式: C₃₃H₅₈O₁₁
• 分子量: 630.817
• InChiKey: GWKIMGQUERADRD-PCCAQPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  44.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  143.89
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6S)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-((3S,4R)-4-hydroxy-3-methyl-hexyloxy)-tetrahydro-pyran-4-yl ester 生成 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,2S)-1-ethyl-2-methyl-4-[(2S,3R,4S,5R,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yloxy]-butyl ester
  参考文献：
  名称：

  Asymmetric allylation of aldehydes using tiglyltitanocenes attached to a carbohydrate

  摘要：

  eta(3)-Tiglyltitanium complexes bearing alpha- or beta-glucopyranosyl auxiliaries were synthesized starting from the corresponding C1-dienopyranosides. These complexes were reacted with propanal and (-)-myrtenal to afford 4-hydroxy-3-methylvinylglycoside derivatives. In several cases, high diastereofacial selectivities were obtained. Thus, the reaction employing (-)-myrtenal and beta-glucopyranosyl tiglyltitanium complex led to the unique (d.s.greater than or equal to 98%) 3R/4R-configurated compound bearing the sugar and pinenyl fragments, which can be considered as a promising new chiron. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10029-1
• 作为产物：
  描述：

  2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6S)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-((E)-(3S,4R)-4-hydroxy-3-methyl-hex-1-enyloxy)-tetrahydro-pyran-4-yl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6S)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-((3S,4R)-4-hydroxy-3-methyl-hexyloxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Asymmetric allylation of aldehydes using tiglyltitanocenes attached to a carbohydrate

  摘要：

  eta(3)-Tiglyltitanium complexes bearing alpha- or beta-glucopyranosyl auxiliaries were synthesized starting from the corresponding C1-dienopyranosides. These complexes were reacted with propanal and (-)-myrtenal to afford 4-hydroxy-3-methylvinylglycoside derivatives. In several cases, high diastereofacial selectivities were obtained. Thus, the reaction employing (-)-myrtenal and beta-glucopyranosyl tiglyltitanium complex led to the unique (d.s.greater than or equal to 98%) 3R/4R-configurated compound bearing the sugar and pinenyl fragments, which can be considered as a promising new chiron. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10029-1