4-methylphenyl 2-O-acetyl-3-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside | 1392228-56-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methylphenyl 2-O-acetyl-3-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside
• CAS: 1392228-56-6
• 化学式: C₅₈H₆₂O₁₂S
• 分子量: 983.189
• InChiKey: IVCXLKFEDQJRAM-VFTBYYOUSA-N

反应信息

• 作为反应物：
  描述：

  4-methylphenyl 2-O-acetyl-3-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside 在 ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以45%的产率得到2-O-acetyl-3-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-4,6-di-O-benzyl-α-D-mannopyranosyl fluoride
  参考文献：
  名称：

  Synthesis of glycosyl fluorides from thio-, seleno-, and telluroglycosides and glycosyl sulfoxides using aminodifluorosulfinium tetrafluoroborates

  摘要：

  Glycosyl fluorides can be synthesized from thio-, seleno-, and telluroglycosides and glycosyl sulfoxides using the aminodifluorosulfinium tetrafluoroborate reagents Xtalfluor-E and -M, with or without added N-bromosuccinimide. Mechanistic studies provide evidence that fluoride is delivered from the tetrafluoroborate counterion. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.04.016