[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-[(4-methoxyphenyl)-diphenylmethyl]sulfanyloxan-2-yl]methyl acetate | 916453-24-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: [(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-[(4-methoxyphenyl)-diphenylmethyl]sulfanyloxan-2-yl]methyl acetate
• CAS: 916453-24-2
• 化学式: C₃₄H₃₆O₁₀S
• 分子量: 636.72
• InChiKey: XYWIAMGCSJECNI-UZGUBXJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  45
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-[(4-methoxyphenyl)-diphenylmethyl]sulfanyloxan-2-yl]methyl acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  MMTr as an efficient anomeric S-protecting group for the synthesis of glycosyl thiols

  摘要：

  The 4-monomethoxytrityl (MMTr) group was introduced in high yields to anomeric sulfhydryl functions using commercially available MMTrCl. Significantly, it is stable to a variety of reaction conditions, including acids and bases, and is removable under very mild acidic conditions, which are compatible with the presence of a number of other acid-labile hydroxyl protecting groups. The successful preparation of seven glycosyl thiols indicates that MMTr has potential application for the synthesis of complex 1-thiosugars. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.003
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 、 4-甲氧基三苯基氯甲烷 在 吡啶 作用下， 以84%的产率得到[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-[(4-methoxyphenyl)-diphenylmethyl]sulfanyloxan-2-yl]methyl acetate
  参考文献：
  名称：

  MMTr as an efficient anomeric S-protecting group for the synthesis of glycosyl thiols

  摘要：

  The 4-monomethoxytrityl (MMTr) group was introduced in high yields to anomeric sulfhydryl functions using commercially available MMTrCl. Significantly, it is stable to a variety of reaction conditions, including acids and bases, and is removable under very mild acidic conditions, which are compatible with the presence of a number of other acid-labile hydroxyl protecting groups. The successful preparation of seven glycosyl thiols indicates that MMTr has potential application for the synthesis of complex 1-thiosugars. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.003