butyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside S-oxide | 1392228-53-3

• 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: butyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside S-oxide
• CAS: 1392228-53-3
• 化学式: C₁₈H₂₈O₁₀S
• 分子量: 436.48
• InChiKey: YBSTUZSVRCWBTD-FNLJKTCKSA-N

反应信息

• 作为反应物：
  描述：

  butyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside S-oxide 在 ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.25h， 以93%的产率得到2,3,4,6-四邻乙酰基-alpha-d-氟代半乳糖氟化物
  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
• 作为产物：
  描述：

  n-butyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以65%的产率得到butyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside S-oxide
  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