2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-4-hydroxy-3,5-dimethyl-6-[(S)-1-((4S,5S,6S)-2,2,5,6-tetramethyl-[1,3]dioxan-4-yl)-ethyl]-tetrahydro-pyran-2-ylmethyl ester | 672906-44-4

• 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 (2R,3R,4R,5R,6R)-4-hydroxy-3,5-dimethyl-6-[(S)-1-((4S,5S,6S)-2,2,5,6-tetramethyl-[1,3]dioxan-4-yl)-ethyl]-tetrahydro-pyran-2-ylmethyl ester
• 英文别名: [(2R,3R,4R,5R,6R)-4-hydroxy-3,5-dimethyl-6-[(1S)-1-[(4S,5S,6S)-2,2,5,6-tetramethyl-1,3-dioxan-4-yl]ethyl]oxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 672906-44-4
• 化学式: C₂₃H₄₂O₆
• 分子量: 414.583
• InChiKey: IKXPRGQHEDPFTC-RCBHOKOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-4-hydroxy-3,5-dimethyl-6-[(S)-1-((4S,5S,6S)-2,2,5,6-tetramethyl-[1,3]dioxan-4-yl)-ethyl]-tetrahydro-pyran-2-ylmethyl ester 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 9.0h， 以0.1 mg的产率得到(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (2R,3R,4R,5S,6S)-2-(2,2-dimethyl-propionyloxymethyl)-3,5-dimethyl-6-[(S)-1-((4S,5S,6S)-2,2,5,6-tetramethyl-[1,3]dioxan-4-yl)-ethyl]-tetrahydro-pyran-4-yl 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 、 (E)-4-{(4S,6R)-6-[(2S,5R,6R)-8-(2,2-Dimethyl-propionyloxy)-2,6-dihydroxy-5-methyl-octyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-but-2-enoic acid methyl ester 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 0.67h， 以0.7 mg的产率得到2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-4-hydroxy-3,5-dimethyl-6-[(S)-1-((4S,5S,6S)-2,2,5,6-tetramethyl-[1,3]dioxan-4-yl)-ethyl]-tetrahydro-pyran-2-ylmethyl 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