(2S,4S,5R,6R)-5-Acetylamino-2-ethyldisulfanyl-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester | 232589-59-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,4S,5R,6R)-5-Acetylamino-2-ethyldisulfanyl-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS: 232589-59-2
• 化学式: C₁₄H₂₅NO₈S₂
• 分子量: 399.486
• InChiKey: WHUHSEOOJAIWDY-DZXXBYIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.37
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  145.55
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2S,4S,5R,6R)-5-Acetylamino-2-ethyldisulfanyl-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 、 生成 (2S,4S,5R,6R)-5-Acetylamino-2-((2R,3R,4R,5R,6R)-4,5-dihydroxy-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3-ylsulfanyl)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Solid-Phase Synthesis of Thio-oligosaccharides

  摘要：

  No protecting groups are present in the highly reactive polymer-bound sugar 1-thiolates 1, which undergo reactions with sugar triflates 2 to give thio-oligosaccharides 3 in high yield. Tr=trityl=triphenylmethyl, Tf=trifluoromethylsulfonyl, Bz=benzoyl.

  DOI：

  10.1002/(sici)1521-3773(19990614)38:12<1782::aid-anie1782>3.0.co;2-1
• 作为产物：
  描述：

  5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 (2S,4S,5R,6R)-5-Acetylamino-2-ethyldisulfanyl-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Solid-Phase Synthesis of Thio-oligosaccharides

  摘要：

  No protecting groups are present in the highly reactive polymer-bound sugar 1-thiolates 1, which undergo reactions with sugar triflates 2 to give thio-oligosaccharides 3 in high yield. Tr=trityl=triphenylmethyl, Tf=trifluoromethylsulfonyl, Bz=benzoyl.

  DOI：

  10.1002/(sici)1521-3773(19990614)38:12<1782::aid-anie1782>3.0.co;2-1