3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2-di-O-acetoxy-propane | 1058198-26-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2-di-O-acetoxy-propane
• 英文别名: 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-diacetylglycerol；((Ξ)-2,3-diacetoxy-propyl)-(tetra-O-acetyl-β-D-glucopyranoside)；((Ξ)-2,3-Diacetoxy-propyl)-(tetra-O-acetyl-β-D-glucopyranosid)；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(2,3-diacetyloxypropoxy)oxan-2-yl]methyl acetate
• CAS: 1058198-26-7
• 化学式: C₂₁H₃₀O₁₄
• 分子量: 506.461
• InChiKey: FWIUOWWMLLPLFJ-FOJWHBMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  176
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2-di-O-acetoxy-propane 在 barium dihydroxide 、 水 作用下， 生成 3-O-β-D-glucopyranosyl-sn-glycerol
  参考文献：
  名称：

  葡糖苷XI ..葡糖苷des甘油†

  摘要：

  DOI：

  10.1002/hlca.19220050606
• 作为产物：
  描述：

  2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 吡啶 、 氰化汞 、 溶剂黄146 、 mercury dibromide 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2-di-O-acetoxy-propane
  参考文献：
  名称：

  A Simple Synthesis of Glucosyl Glycerols

  摘要：

  Beta-D-glucopyranosides, linked to C-2 or C-3 of the glycerol aglicone moiety, were unambiguously synthesized.

  DOI：

  10.1080/00397919408010167

文献信息

• Montmorillonite K-10 as a Reusable Catalyst for Fischer Type of Glycosylation under Microwave Irradiation
  作者：Dipak K. Roy、Manobjyoti Bordoloi

  DOI：10.1080/07328300802107437

  日期：2008.7

  Montmorillonite K10 catalyzed Fischer type glycosylation was studied for various monosacharides with different alcohols under microwave irradiation. The method was found to be efficient, economic, simple and time saving and the catalyst montmorillonite K-10 was reused three times without loss of catalytic activity and anomeric selectivity. With glycerol, the method gave products glycosylated at primary

  在微波辐射下，研究了蒙脱石K10催化的费歇尔型糖基化反应，研究了用不同醇制得的各种单糖。发现该方法是有效，经济，简单和省时的，并且催化剂蒙脱石K-10可重复使用三次，而不会损失催化活性和端基异构体选择性。对于甘油，该方法仅产生在伯醇处糖基化的产物。
• Studies on the chemical constituents of Lilium henryi BAKER.
  作者：HIROKO SHIMOMURA、YUTAKA SASHIDA、YOSHIHIRO MIMAKI、YOICHI IITAKA

  DOI：10.1248/cpb.36.2430

  日期：——

  New bitter phenolic glycosides and a steroid glucoside have been isolated from the fresh bulbs of Lilium Henryi. On the basis of spectroscopic data, chemical evidence and X-ray crystallographic analysis, their structures have been elucidated as (2S)-1-O-p-methoxycinnamoyl-3-O-β-D-glucopyranosylglycerol (methylregaloside A), (2S)-1-O-caffeoyl-3-O-β-D-glucopyranosylglycerol (regaloside C), 3-O-feruloyl-6'-O-(4-O-β-D-glucopyranosylferuloyl)sucrose, and (25R)-3β, 26-dihydroxy-5α-cholestane-6, 22-dione 3-O-β-D-glucopyranoside. Several known components have also been isolated and identified.

  从百合科植物百合的新鲜鳞茎中分离得到了2个新的苦味酚苷和1个甾体葡萄糖苷，通过波谱数据、化学证据及X射线单晶衍射分析确定了它们的结构，分别为：(2S)-1-O-对-甲氧基肉桂酰基-3-O-β-D-吡喃葡萄糖基甘油（甲基罗果苷A）、(2S)-1-O-咖啡酰基-3-O-β-D-吡喃葡萄糖基甘油（罗果苷C）、3-O-阿魏酰基-6'-O-(4-O-β-D-吡喃葡萄糖基阿魏酰基)蔗糖和(25R)-3β，26-二羟基-5α-胆甾烷-6，22-二酮3-O-β-D-吡喃葡萄糖苷，同时还分离并鉴定了几种已知成分。
• Optically Pure 1-O- and 3-O-β-D-Glucosyl- and Galactosyl-sn-glycerols through Lipase-Catalyzed Transformations
  作者：D Colombo

  DOI：10.1016/00404-0399(50)08409-

  日期：1995.7.3
• SHIMOMURA, HIROKO;SASHIDA, YUTAKA;MIMAKI, YOSHIHIRO;KUBO, YASUE;MAEDA, KA+, CHEM. AND PARM. BULL., 36,(1988) N2, C. 4841-4848
  作者：SHIMOMURA, HIROKO、SASHIDA, YUTAKA、MIMAKI, YOSHIHIRO、KUBO, YASUE、MAEDA, KA+

  DOI：——

  日期：——