methyl 2-deoxy-3-O-methanesulfonyl-5-O-triphenylmethyl-β-D-threo-pentofuranoside | 116390-98-8

• 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: methyl 2-deoxy-3-O-methanesulfonyl-5-O-triphenylmethyl-β-D-threo-pentofuranoside
• 英文别名: [(2R,3R,5R)-5-methoxy-2-(trityloxymethyl)oxolan-3-yl] methanesulfonate
• CAS: 116390-98-8
• 化学式: C₂₆H₂₈O₆S
• 分子量: 468.571
• InChiKey: IOXUKGAARGKLHH-UBFVSLLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-deoxy-3-O-methanesulfonyl-5-O-triphenylmethyl-β-D-threo-pentofuranoside 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以93%的产率得到methyl 3-azido-2,3-dideoxy-5-O-triphenylmethyl-D-erythro-pentofuranoside
  参考文献：
  名称：

  Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-d-erythro-pentopyranoses

  摘要：

  H-1 NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the alpha and beta configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-alpha- and beta-D-erythro-pentopyranoses. The conformation of the title compounds was determined by H-1 NMR as C-1(4) in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00397-x
• 作为产物：
  描述：

  Methanesulfonic acid (2R,3S,4R,5R)-5-methoxy-4-methylsulfanylthiocarboxyoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以100%的产率得到methyl 2-deoxy-3-O-methanesulfonyl-5-O-triphenylmethyl-β-D-threo-pentofuranoside
  参考文献：
  名称：

  Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-d-erythro-pentopyranoses

  摘要：

  H-1 NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the alpha and beta configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-alpha- and beta-D-erythro-pentopyranoses. The conformation of the title compounds was determined by H-1 NMR as C-1(4) in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00397-x