(22R,23R,24R)-2α,22,23-trihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-3,6-dione 22,23-methylboronate | 1244967-03-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (22R,23R,24R)-2α,22,23-trihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-3,6-dione 22,23-methylboronate
• CAS: 1244967-03-0
• 化学式: C₂₉H₄₇BO₆
• 分子量: 502.5
• InChiKey: BLQCMXXWCNCOCY-WEXOEENSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  36.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (22R,23R,24R)-2α,22,23-trihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-3,6-dione 22,23-methylboronate 在 双氧水 作用下， 以 水 、 乙酸乙酯 、 丙酮 为溶剂， 以89%的产率得到(22R,23R,24R)-2α,22,23-trihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-3,6-dione
  参考文献：
  名称：

  Preparation and synthetic application of partially protected brassinosteroids

  摘要：

  Preparation of partially protected brassinosteroids is achieved through the reaction of the source material (24-epicastasterone and 24-epibrassinolide) with diol-specific reagents (2,2-dimethoxypropane and methylboronic acid). The obtained products were shown to be useful synthetic intermediates for further preparation of minor representatives of this class of natural phytohormones (such as 3 24, diepicastasterone and 3-dehydro-24-epibrassinolide). (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.09.010
• 作为产物：
  描述：

  (22R,23R,24R)-2α-(dimethyl-tert-butylsilyl)-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-3,6-dione 22,23-methylboronate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以56%的产率得到(22R,23R,24R)-2α,22,23-trihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-3,6-dione 22,23-methylboronate
  参考文献：
  名称：

  Preparation and synthetic application of partially protected brassinosteroids

  摘要：

  Preparation of partially protected brassinosteroids is achieved through the reaction of the source material (24-epicastasterone and 24-epibrassinolide) with diol-specific reagents (2,2-dimethoxypropane and methylboronic acid). The obtained products were shown to be useful synthetic intermediates for further preparation of minor representatives of this class of natural phytohormones (such as 3 24, diepicastasterone and 3-dehydro-24-epibrassinolide). (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.09.010