ethyl 2,3-di-O-benzyl-5,6-O-isopropylidene-1-thio-α-D-galactofuranoside | 143918-56-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,3-di-O-benzyl-5,6-O-isopropylidene-1-thio-α-D-galactofuranoside
• 英文别名: (4R)-4-[(2S,3S,4R,5R)-5-ethylsulfanyl-3,4-bis(phenylmethoxy)oxolan-2-yl]-2,2-dimethyl-1,3-dioxolane
• CAS: 143918-56-3
• 化学式: C₂₅H₃₂O₅S
• 分子量: 444.592
• InChiKey: VFDRBVVLLFNQNN-OYTPZHDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  71.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2,3-di-O-benzyl-5,6-O-isopropylidene-1-thio-α-D-galactofuranoside 在 溶剂黄146 作用下， 以 水 为溶剂， 以95%的产率得到ethyl 2,3-di-O-benzyl-1-thio-α-D-galactofuranoside
  参考文献：
  名称：

  Synthesis of the 6-O-Methyl-d-glycero-α-l-gluco-heptopyranose Moiety Present in the Capsular Polysaccharide from Campylobacter jejuni NCTC 11168

  摘要：

  The first synthesis of the 6-O-methyl-D-glycero-alpha-L-gluco-heptopyranose moiety present in the capsular polysaccharide from Campylobacter jejuni NCTC 11168 is reported. The target (1) was synthesized as the 8-aminooctyl glycoside and then conjugated to bovine serum albumin (BSA) for the generation of antibodies recognizing this motif. Heptose 1 was obtained from D-galactose via a series of galactofuranose derivatives.

  DOI：

  10.1021/ol202152r
• 作为产物：
  描述：

  ethyl 1-thio-α-D-galactofuranoside 在 sodium hydride 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 ethyl 2,3-di-O-benzyl-5,6-O-isopropylidene-1-thio-α-D-galactofuranoside
  参考文献：
  名称：

  Synthesis of the 6-O-Methyl-d-glycero-α-l-gluco-heptopyranose Moiety Present in the Capsular Polysaccharide from Campylobacter jejuni NCTC 11168

  摘要：

  The first synthesis of the 6-O-methyl-D-glycero-alpha-L-gluco-heptopyranose moiety present in the capsular polysaccharide from Campylobacter jejuni NCTC 11168 is reported. The target (1) was synthesized as the 8-aminooctyl glycoside and then conjugated to bovine serum albumin (BSA) for the generation of antibodies recognizing this motif. Heptose 1 was obtained from D-galactose via a series of galactofuranose derivatives.

  DOI：

  10.1021/ol202152r