2-((1R,2R,3S,4S,5R)-2,3,4-Triacetoxy-8-oxa-6-aza-bicyclo[3.2.1]oct-6-ylmethylene)-malonic acid diethyl ester | 225663-03-6

• 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: 2-((1R,2R,3S,4S,5R)-2,3,4-Triacetoxy-8-oxa-6-aza-bicyclo[3.2.1]oct-6-ylmethylene)-malonic acid diethyl ester
• CAS: 225663-03-6
• 化学式: C₂₀H₂₇NO₁₁
• 分子量: 457.434
• InChiKey: GKRLPABMJWXXCD-DFBDCSAJSA-N

反应信息

• 作为反应物：
  描述：

  2-((1R,2R,3S,4S,5R)-2,3,4-Triacetoxy-8-oxa-6-aza-bicyclo[3.2.1]oct-6-ylmethylene)-malonic acid diethyl ester 在 氯 、 sodium cyanoborohydride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Acetic acid (3R,4R,5R,6R)-3,5-diacetoxy-6-hydroxy-azepan-4-yl ester
  参考文献：
  名称：

  Efficient synthesis of seven-membered iminocyclitols from glycosylenamines

  摘要：

  Seven membered iminocyclitols are synthesized in four steps from easily available glycosylenamines (D-gluco, D-galacto, and D-manno configurations) through 1,6-aza-anhydrosugar derivatives. These intermediates are transformed into 2-hydroxy- and 2-unsubstituted azepanes depending on the reactants used for the cleavage of the C1-O bond. The overall yields are high. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00649-8
• 作为产物：
  描述：

  2-[((2R,3S,4S,5R,6R)-3,4,5-Triacetoxy-6-methanesulfonyloxymethyl-tetrahydro-pyran-2-ylamino)-methylene]-malonic acid diethyl ester 在 sodium methylate 作用下， 以 六甲基磷酰三胺 为溶剂， 生成 2-((1R,2R,3S,4S,5R)-2,3,4-Triacetoxy-8-oxa-6-aza-bicyclo[3.2.1]oct-6-ylmethylene)-malonic acid diethyl ester
  参考文献：
  名称：

  Efficient synthesis of seven-membered iminocyclitols from glycosylenamines

  摘要：

  Seven membered iminocyclitols are synthesized in four steps from easily available glycosylenamines (D-gluco, D-galacto, and D-manno configurations) through 1,6-aza-anhydrosugar derivatives. These intermediates are transformed into 2-hydroxy- and 2-unsubstituted azepanes depending on the reactants used for the cleavage of the C1-O bond. The overall yields are high. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00649-8