methyl 2,3-di-O-acetyl-4,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside | 1381876-05-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3-di-O-acetyl-4,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside
• CAS: 1381876-05-6
• 化学式: C₄₃H₅₄O₈Si₂
• 分子量: 755.068
• InChiKey: ODZOLJVRKZWEKI-HJRBIJKLSA-N

反应信息

• 作为反应物：
  描述：

  methyl 2,3-di-O-acetyl-4,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside 在 perchloric acid on silica gel 作用下， 以 乙腈 为溶剂， 反应 0.2h， 以88%的产率得到methyl 2,3-di-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers

  摘要：

  An efficient, chemoselective, and environment-friendly method for the deprotection of tert-butyldiphenylsilyl ethers mediated by triflic acid supported on silica gel is reported. A wide range of tert-butyldiphenylsilyl ethers derived from carbohydrate and saponin residues can be smoothly cleaved in the presence of various types of other protecting groups in good to excellent yields in acetonitrile. This heterogeneous reaction does not require aqueous workup, and the supported catalyst can be readily recycled. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.02.021
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 methyl 2,3-di-O-acetyl-α-D-mannopyranoside 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 作用下， 以58%的产率得到methyl 2,3-di-O-acetyl-4,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside
  参考文献：
  名称：

  An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers

  摘要：

  An efficient, chemoselective, and environment-friendly method for the deprotection of tert-butyldiphenylsilyl ethers mediated by triflic acid supported on silica gel is reported. A wide range of tert-butyldiphenylsilyl ethers derived from carbohydrate and saponin residues can be smoothly cleaved in the presence of various types of other protecting groups in good to excellent yields in acetonitrile. This heterogeneous reaction does not require aqueous workup, and the supported catalyst can be readily recycled. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.02.021