2,2-Dimethyl-propionic acid (S)-4-{(4R,6R)-6-[4-(2,2-dimethyl-propionyloxy)-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-hydroxy-butyl ester | 672906-43-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-propionic acid (S)-4-{(4R,6R)-6-[4-(2,2-dimethyl-propionyloxy)-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-hydroxy-butyl ester
• 英文别名: 4-[(4R,6R)-6-[(2S)-4-(2,2-dimethylpropanoyloxy)-2-hydroxybutyl]-2,2-dimethyl-1,3-dioxan-4-yl]butyl 2,2-dimethylpropanoate
• CAS: 672906-43-3
• 化学式: C₂₄H₄₄O₇
• 分子量: 444.609
• InChiKey: QYMKSSYQWUESLY-IPMKNSEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (S)-4-{(4R,6R)-6-[4-(2,2-dimethyl-propionyloxy)-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-hydroxy-butyl ester 在 吡啶 、 4-二甲氨基吡啶 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 10.0h， 生成 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,3S,5R)-9-(2,2-dimethyl-propionyloxy)-1-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dihydroxy-nonyl ester
  参考文献：
  名称：

  Absolute Stereochemistry of Immunosuppressive Macrolide Brasilinolide A and Its New Congener Brasilinolide C

  摘要：

  Brasilinolide A (2) is a 32-membered polyhydroxyl macrolide with immunosuppressive activity isolated from a pathogenic actinomycete, Nocardia brasiliensis IFM0406. The absolute configurations at 26 chiral centers of 2 and its new congener, brasilinolide C (1), were determined on the basis of the spectral data of 1 and degradation products derived from 1 and degration products derived from 1and 2.

  DOI：

  10.1021/jo035773v
• 作为产物：
  描述：

  2,2-二甲氧基丙烷 、 2,2-Dimethyl-propionic acid (3S,5S,7R)-11-(2,2-dimethyl-propionyloxy)-3,5,7-trihydroxy-undecyl ester 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 0.67h， 以0.2 mg的产率得到2,2-Dimethyl-propionic acid 2-{(4S,6S)-6-[(R)-6-(2,2-dimethyl-propionyloxy)-2-hydroxy-hexyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl ester
  参考文献：
  名称：

  Absolute Stereochemistry of Immunosuppressive Macrolide Brasilinolide A and Its New Congener Brasilinolide C

  摘要：

  Brasilinolide A (2) is a 32-membered polyhydroxyl macrolide with immunosuppressive activity isolated from a pathogenic actinomycete, Nocardia brasiliensis IFM0406. The absolute configurations at 26 chiral centers of 2 and its new congener, brasilinolide C (1), were determined on the basis of the spectral data of 1 and degradation products derived from 1 and degration products derived from 1and 2.

  DOI：

  10.1021/jo035773v