α-D-digitoxopyranose | 97276-35-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-digitoxopyranose
• 英文别名: alpha-D-Digitoxopyranose；(2S,4S,5S,6R)-6-methyloxane-2,4,5-triol
• CAS: 97276-35-2
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: FDWRIIDFYSUTDP-DPYQTVNSSA-N

物化性质

• 沸点：
  320.1±42.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异山梨酸 在 potassium dioxotetrahydroxoosmate(VI) potassium dihydrogenphosphate 、 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 叔丁醇 为溶剂， 反应 16.0h， 生成 α-D-digitoxopyranose
  参考文献：
  名称：

  Synthesis of 2,6-Dideoxysugars via Ring-Closing Olefinic Metathesis

  摘要：

  graphicGrubbs' RuCl2(=CHPh)(PCy3)(2) (catalyst 1) and RuCl2(=CHPh)(PCy3)(IMess) (catalyst 2) complexes have been successfully utilized in the construction of beta,gamma-unsaturated delta-lactones containing various substitution patterns of methyl groups. Asymmetric dihydroxylation followed by reduction leads to 3,4-cis-dihydroxy-2,6-dideoxypyranoses, which have proven to play very important biological roles as key components of natural products.

  DOI：

  10.1021/ol026710m

文献信息

• Structure determination of two new C₂₁ steroidal glycosides from <i>Cynanchum komarovii</i>
  作者：Dan Zhao、Ming-Xu Tang、Shan-Shan Su、Xiao-Jie Lu、Yu-Bo Wang、Shao-Fei Chen、Hai-Feng Wang、Gang Chen、Yue-Hu Pei

  DOI：10.1080/10286020.2017.1396977

  日期：2018.9.2

  Two new 13,14:14,15-disecopregnane-type C21 steroidal glycosides, namely komarosides R (1) and S (2), along with four known compounds (3–6), were obtained from the 95% ethanol extract of the whole herbs of Cynanchum komarovii Al.Iljinski (Asclepiadaceae). The structures of new compounds were elucidated on the basis of 1D, 2D NMR spectroscopic data and acid hydrolysis. Compounds 1 and 2 showed potent

  两个新的13,14-：14,15- disecopregnane-C型21个甾体糖苷，即komarosides R（1）和S（2），具有四个已知化合物（沿3 - 6），是从的95％乙醇提取物得到Cynanchum komarovii Al.Iljinski的全部草药。在1D，2D NMR光谱数据和酸水解的基础上阐明了新化合物的结构。与阳性对照5-氟尿嘧啶（6.4μM）相比，化合物1和2对人白血病细胞系（HL-60）表现出强抑制活性，IC 50值分别为6.2和17.6μM。
• Bioactive C₂₁ Steroidal Glycosides from the Roots of <i>Cynanchum otophyllum</i> That Suppress the Seizure-like Locomotor Activity of Zebrafish Caused by Pentylenetetrazole
  作者：Jin-Long Li、Juan Zhou、Zhen-Hua Chen、Sheng-Ya Guo、Chun-Qi Li、Wei-Min Zhao

  DOI：10.1021/np501058b

  日期：2015.7.24

  Six new C-21 steroidal glycosides, cynotophyllosides A-F (1-6), together with 16 known compounds, were isolated from the roots of Cynanchum otophyllum. The structures of the new compounds were elucidated by spectroscopic analysis and chemical methods. The three major components, otophylloside F (15), otophylloside B (17), and rostratamine 3-O-beta-D-oleandropyranosyl-(1 beta-D-oleandropyranosyl-(1 -> 4)-beta-D-cymaropyranosyl (1 -> 4)-beta-D-cymaropyranoside), suppressed the seizure-like locomotor activity caused by pentylenetetrazole in zebrafish. Preliminary structure-activity relation studies revealed that a pregnene skeleton with a C-12 ester group (ikemaoyl > cinnamoyl > hydroxy > p-hydroxybenzoyl) and a C-3 sugar chain consisting of three 2,6-dideoxysaccharide units is essential for this suppressive activity.
• Synthesis of 2,6-Dideoxysugars via Ring-Closing Olefinic Metathesis
  作者：Peter R. Andreana、Jason S. McLellan、Yongchen Chen、Peng George Wang

  DOI：10.1021/ol026710m

  日期：2002.10.1

  graphicGrubbs' RuCl2(=CHPh)(PCy3)(2) (catalyst 1) and RuCl2(=CHPh)(PCy3)(IMess) (catalyst 2) complexes have been successfully utilized in the construction of beta,gamma-unsaturated delta-lactones containing various substitution patterns of methyl groups. Asymmetric dihydroxylation followed by reduction leads to 3,4-cis-dihydroxy-2,6-dideoxypyranoses, which have proven to play very important biological roles as key components of natural products.