methyl 2,4-di-O-acetyl-3,6-anhydro-α-D-galactopyranoside | 42859-41-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,4-di-O-acetyl-3,6-anhydro-α-D-galactopyranoside
• 英文别名: [(1R,3S,4R,5S,8S)-4-acetyloxy-3-methoxy-2,6-dioxabicyclo[3.2.1]octan-8-yl] acetate
• CAS: 42859-41-6
• 化学式: C₁₁H₁₆O₇
• 分子量: 260.244
• InChiKey: JPGDSDWYTMQYNV-KJPMQGKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.38
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 2,4-di-O-acetyl-3,6-anhydro-α-D-galactopyranoside 在 chromium(VI) oxide 作用下， 以 乙酸酐 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Oxidation of the methyl-3,6-anhydro-D-galactopyranoside acetates and agarose by chromic anhydride

  摘要：

  DOI：

  10.1007/bf00961769
• 作为产物：
  描述：

  methyl β-D-galactopyranoside 、 乙酸酐 生成 methyl 2,4-di-O-acetyl-3,6-anhydro-α-D-galactopyranoside
  参考文献：
  名称：

  ASPINALL, GERALD O.;CARPENTER, ROSHAN C.;KHONDO, LEV, CARBOHYDR. RES., 165,(1987) N 2, 281-298

  摘要：

  DOI：

文献信息

• Formation of 6-deoxy-6-iodohexopyranosides as substrates for the hex-5-enose degradation
  作者：Gerald O. Aspinall、Roshan C. Carpenter、Lev Khondo

  DOI：10.1016/0008-6215(87)80105-2

  日期：1987.8

  and poly-saccharide derivatives. It is shown that ( 1 ) unsubstituted d -glucopyranosides undergo selective, primary iodination without unwanted side-reactions; ( 2 ) primary iodination of d -galactopyranosides is accompanied by 3,6-anhydride formation, so that the desired reaction is only possible with protection of secondary hydroxyl groups; and ( 3 ) the extent of iodination in substrates of higher

  摘要研究了一系列单，双和多糖衍生物的6-脱氧-6-碘己吡喃果糖苷作为六-戊糖降解的潜在底物的合成方法。结果表明：（1）未取代的d-吡喃葡萄糖苷经过选择性的初级碘化反应而没有不希望的副反应。（2）d-吡喃半乳糖苷的初级碘化反应伴随着3，6-酐的形成，因此所需的反应只有在保护仲羟基的情况下才有可能。（3）通过使乙酰化的（或甲基化的）衍生物与三丁基锡烷反应，然后分析所得的6-脱氧己吡喃糖苷，方便地确定较高分子量的底物中的碘化程度。
• Partial alkylation and amidosulfation of monosaccharide derivatives in dimethyl sulfoxide-methanol in presence of sodium methylate
  作者：V. V. Deryabin、A. I. Usov

  DOI：10.1007/bf00962277

  日期：1981.1
• Synthesis and conformational studies of carrabiose and its 4′-sulphate and 2,4′-disulphate
  作者：Enrique Parra、Hugo-Norberto Caro、Jesús Jiménez-Barbero、Manuel Martín-Lomas、Manuel Bernabé

  DOI：10.1016/0008-6215(90)80087-j

  日期：1990.12

  Methyl alpha-carrabioside (13), and its 4-sulphate (19) and 2,4-disulphate (20) have been synthesised via glycosylation of methyl 3,6-anhydro-2-O-benzyl-alpha-D-galactopyranoside with 2,3,6-tri-O-acetyl-4-O-benzyl-beta-D-galactopyranosyl bromide and subsequent partial or complete debenzylation, sulphation, and deprotection of the resulting disaccharide derivatives. Conformational studies have been carried out on 13, 19, and 20 on the basis of 1D and 2D 1H-n.m.r. spectroscopy and molecular mechanics calculations.