(2S,3S,4S,5R,6R)-2-allyloxy-3,5-bisbenzyloxy-6-[(tert-butyldimethylsilyl)oxy]methyl-4-trifluoromethanesulfonyloxy-tetrahydro-4H-pyran | 948036-05-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S,5R,6R)-2-allyloxy-3,5-bisbenzyloxy-6-[(tert-butyldimethylsilyl)oxy]methyl-4-trifluoromethanesulfonyloxy-tetrahydro-4H-pyran
• 英文别名: allyl 2,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-trifluoromethanesulfonyl-α-D-mannopyranoside；Bn(-2)[Tf(-3)][Bn(-4)][TBDMS(-6)]Man(a)-O-allyl；[(2R,3R,4S,5S,6S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,5-bis(phenylmethoxy)-6-prop-2-enoxyoxan-4-yl] trifluoromethanesulfonate
• CAS: 948036-05-3
• 化学式: C₃₀H₄₁F₃O₈SSi
• 分子量: 646.797
• InChiKey: DPTMDIDHOVIYQG-MASCHLQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.34
• 重原子数：
  43
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  97.9
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S,5R,6R)-2-allyloxy-3,5-bisbenzyloxy-6-[(tert-butyldimethylsilyl)oxy]methyl-4-trifluoromethanesulfonyloxy-tetrahydro-4H-pyran 在 18-冠醚-6 、 sodium methylate 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.0h， 生成 (2S,3S,4R,5R,6R)-2-allyloxy-6-[(tert-butyldimethylsilyl)oxy]methyl-3,4,5-trisbenzyloxy-tetrahydro-4H-pyran
  参考文献：
  名称：

  Synthesis of a partially benzylated derivative of the anhydro-d-altro-heptulose found in Coriaria japonica A

  摘要：

  A partially benzylated derivative of the anhydro-D-altro-heptulose found in Coriaria japonica A, which is a synthetically useful unit, was successfully synthesized from a D-mannose derivative by a novel synthetic approach involving an intramolecular O-ketopyranosylation. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.057
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 吡啶 、 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 (2S,3S,4S,5R,6R)-2-allyloxy-3,5-bisbenzyloxy-6-[(tert-butyldimethylsilyl)oxy]methyl-4-trifluoromethanesulfonyloxy-tetrahydro-4H-pyran
  参考文献：
  名称：

  Synthesis of a partially benzylated derivative of the anhydro-d-altro-heptulose found in Coriaria japonica A

  摘要：

  A partially benzylated derivative of the anhydro-D-altro-heptulose found in Coriaria japonica A, which is a synthetically useful unit, was successfully synthesized from a D-mannose derivative by a novel synthetic approach involving an intramolecular O-ketopyranosylation. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.057

文献信息

• Syntheses of a partially benzylated derivative of the anhydro-d-altro-heptulose found in Coriaria japonica A and of its analogs
  作者：Sho Matsuda、Takashi Yamanoi、Mikio Watanabe

  DOI：10.1016/j.tet.2008.06.068

  日期：2008.8

  A partially benzylated derivative of anhydro-D-altro-heptulose found in Coriaria japonica A, which is a synthetically useful unit, was successfully synthesized from a D-mannose derivative by a novel synthetic approach involving the intramolecular O-ketopyranosylation reaction developed by us. This synthetic approach was also applicable to the preparation of its four analogs. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of a partially benzylated derivative of the anhydro-d-altro-heptulose found in Coriaria japonica A
  作者：Sho Matsuda、Kazuhide Matsumura、Mikio Watanabe、Takashi Yamanoi

  DOI：10.1016/j.tetlet.2007.06.057

  日期：2007.8

  A partially benzylated derivative of the anhydro-D-altro-heptulose found in Coriaria japonica A, which is a synthetically useful unit, was successfully synthesized from a D-mannose derivative by a novel synthetic approach involving an intramolecular O-ketopyranosylation. (c) 2007 Elsevier Ltd. All rights reserved.