Acetic acid (2R,3R,4S,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-phenylcarbamoyloxy-tetrahydro-pyran-4-yl ester | 200860-29-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (2R,3R,4S,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-phenylcarbamoyloxy-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-(phenylcarbamoyloxy)oxan-2-yl]methyl acetate
• CAS: 200860-29-3
• 化学式: C₂₁H₂₅NO₁₁
• 分子量: 467.43
• InChiKey: ALFLVBHFJBJKKU-SLHNCBLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-phenylcarbamoyloxy-tetrahydro-pyran-4-yl ester 、 苯甲醇 在 4 A molecular sieve 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到O-benzyl-2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside
  参考文献：
  名称：

  Stereoselective synthesis of glycosyl carbamates as new surfactants and glycosyl donors

  摘要：

  O-acyl-protected glycosyl N-alkyl and N-phenyl carbamates are obtained with 100% diastereoselectivity from anomerically unprotected mono or disacacharides. Long-chain alkyl carbamates are surfactants. N-phenyl carbamates are good glycosyl donors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10393-8
• 作为产物：
  描述：

  苯甲酰基叠氮化物 在 三乙烯二胺 作用下， 以 甲苯 为溶剂， 生成 Acetic acid (2R,3R,4S,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-phenylcarbamoyloxy-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Stereoselective synthesis of glycosyl carbamates as new surfactants and glycosyl donors

  摘要：

  O-acyl-protected glycosyl N-alkyl and N-phenyl carbamates are obtained with 100% diastereoselectivity from anomerically unprotected mono or disacacharides. Long-chain alkyl carbamates are surfactants. N-phenyl carbamates are good glycosyl donors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10393-8