propargyl 3,4,6-tri-O-acetyl-2-deoxy-β-D-lyxo-hexopyranoside | 1616687-93-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: propargyl 3,4,6-tri-O-acetyl-2-deoxy-β-D-lyxo-hexopyranoside
• 英文别名: propargyl 2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranoside
• CAS: 1616687-93-4
• 化学式: C₁₅H₂₀O₈
• 分子量: 328.319
• InChiKey: OOVKJRZVTPQGLW-KBUPBQIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.18
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  97.36
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2-丙炔-1-醇 、 1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-lyxo-hexopyranose 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以80%的产率得到
  参考文献：
  名称：

  α-Selective synthesis of 2-deoxy-glycosides and disaccharides

  摘要：

  A metal-free catalytic method for the synthesis of 2-deoxy glycosides and disaccharides has been developed using stable 2-deoxy glucosyl and galactosyl acetate donors. They could react with a variety of acceptors in the presence of catalytic amount of TMSOTf at 0 degrees C to form glycosides, glycoconjugates, and disaccharides with excellent alpha-selectivity (> 19:1) and yields (up to 99%) in a short time (0.5 h). With this expedient method, several new compounds against human K562 and SMMC7721 cell lines were obtained and tested with in vitro antitumor bioactivities.

  DOI：

  10.1080/07328303.2018.1439498

文献信息

• 1,2-cis Alkyl glycosides: straightforward glycosylation from unprotected 1-thioglycosyl donors
  作者：Bo Meng、Zhenqian Zhu、David C. Baker

  DOI：10.1039/c4ob00626g

  日期：——

  A simple, straightforward 1,2-cis-selective glycosidation method from an unprotected 1-thioglycoside is presented.

  一个简单、直接的1,2-cis-选择性糖苷化方法，从未保护的1-硫代糖苷中呈现。