[(S)-3-Oxo-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-carbamic acid tert-butyl ester | 809281-14-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: [(S)-3-Oxo-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-carbamic acid tert-butyl ester
• CAS: 809281-14-9
• 化学式: C₁₉H₃₁NO₈
• 分子量: 401.457
• InChiKey: ZPJWVEFEDKVKFF-PMKSJIGOSA-N

反应信息

• 作为反应物：
  描述：

  [(S)-3-Oxo-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 (E)-(S)-5-Amino-5-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  The stereoselective synthesis of C-linked 4′-deoxy aza-disaccharides from C-linked carbo-β-amino acids

  摘要：

  The stereoselective synthesis of 4'-deoxy aza-disaccharides in a concise and practical approach is described from C-linked carbo-beta-amino acid esters and this protocol utilizes an intramolecular amide bond formation and cis-dihydroxylation for the construction of the new sugar ring. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.014
• 作为产物：
  描述：

  methyl 3-[2,2,7,7-tetramethylperhydrobis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl]-3-(benzylamino)propanoate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 三乙胺 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 37.0h， 生成 [(S)-3-Oxo-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  The stereoselective synthesis of C-linked 4′-deoxy aza-disaccharides from C-linked carbo-β-amino acids

  摘要：

  The stereoselective synthesis of 4'-deoxy aza-disaccharides in a concise and practical approach is described from C-linked carbo-beta-amino acid esters and this protocol utilizes an intramolecular amide bond formation and cis-dihydroxylation for the construction of the new sugar ring. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.014