(2E,5R,6S)-6-amino-5,7-bis{(tert-butyldimethylsilyl)oxy}hept-2-en-1-yl methyl carbonate | 1449498-63-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (2E,5R,6S)-6-amino-5,7-bis{(tert-butyldimethylsilyl)oxy}hept-2-en-1-yl methyl carbonate
• 英文别名: [(E,5R,6S)-6-amino-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]hept-2-enyl] methyl carbonate
• CAS: 1449498-63-8
• 化学式: C₂₁H₄₅NO₅Si₂
• 分子量: 447.763
• InChiKey: KTLBEGQINFZUTL-UCMOUWFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-tert-butyl 4-[(R)-1-hydroxy-5-{(methoxycarbonyl)oxy}pent-3-en-1-yl]-2,2-dimethyloxazolidine-3-carboxylate 在 咪唑 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2E,5R,6S)-6-amino-5,7-bis{(tert-butyldimethylsilyl)oxy}hept-2-en-1-yl methyl carbonate
  参考文献：
  名称：

  ASYMMETRIC SYNTHESIS OF 1-ALKYL-2-DEOXYIMINOFURANOSES VIA THE IRIDIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF AN ALLYLIC CARBONATE

  摘要：

  An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The alpha-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.

  DOI：

  10.3987/com-12-s(n)99

文献信息

• ASYMMETRIC SYNTHESIS OF 1-ALKYL-2-DEOXYIMINOFURANOSES VIA THE IRIDIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF AN ALLYLIC CARBONATE
  作者：Hiroki Takahata、Yoshihiro Natori、Shunsuke Kikuchi、Yuichi Yoshimura、Atsushi Kato、Isao Adachi

  DOI：10.3987/com-12-s(n)99

  日期：——

  An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The alpha-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.