| 626200-83-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 626200-83-7
• 化学式: C₁₆H₂₁BrO₅
• 分子量: 373.244
• InChiKey: QGYOXYHOHLRPJN-RGHULWKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 2,6-二甲基吡啶 、 甲醇 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 正丁基锂 、 TEA 、 四丁基氟化铵 、 sodium cyanoborohydride 、 potassium carbonate 、 锌 作用下， 以 四氢呋喃 、 丙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 (20S)-1alpha,25-Dihydroxy-2alpha-ethyl-19-norvitamin D3
  参考文献：
  名称：

  Concise synthesis and biological activities of 2α-Alkyl- and 2α-(ω-Hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D3

  摘要：

  We found a concise route to the Trost A-ring precursor enyne for synthesizing 2alpha-alkylated 1alpha,25-dihydroxyvitamin D-3 (1) from D-glucose. The enynes were coupled with the 20-epi-CD ring part to study the effect of the double modification of 2alpha-substitution and 20-epimerization upon biological activities of 1. The novel three analogues of 2alpha-alkyl- and four analogues of 2alpha-(omega-hydroxyalkyl)-20-epi-1alpha,25-dihydroxyvitamin D-3 (5b-d and 6a-d) showed higher binding affinity for vitamin D receptor (VDR) and more potent activity in induction of HL-60 cell differentiation than those of the natural hormone 1. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00739-x
• 作为产物：
  描述：

  methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside 在 N-溴代丁二酰亚胺(NBS) 、 barium carbonate 作用下， 以 四氯化碳 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Concise synthesis and biological activities of 2α-Alkyl- and 2α-(ω-Hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D3

  摘要：

  We found a concise route to the Trost A-ring precursor enyne for synthesizing 2alpha-alkylated 1alpha,25-dihydroxyvitamin D-3 (1) from D-glucose. The enynes were coupled with the 20-epi-CD ring part to study the effect of the double modification of 2alpha-substitution and 20-epimerization upon biological activities of 1. The novel three analogues of 2alpha-alkyl- and four analogues of 2alpha-(omega-hydroxyalkyl)-20-epi-1alpha,25-dihydroxyvitamin D-3 (5b-d and 6a-d) showed higher binding affinity for vitamin D receptor (VDR) and more potent activity in induction of HL-60 cell differentiation than those of the natural hormone 1. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00739-x