1,4-dideoxy-1,4-(butylimino)-L-xylitol hydrochloride | 1274850-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1,4-dideoxy-1,4-(butylimino)-L-xylitol hydrochloride
• 英文别名: (2S,3R,4R)-1-butyl-2-(hydroxymethyl)pyrrolidine-3,4-diol;hydrochloride
• CAS: 1274850-53-1
• 化学式: C₉H₁₉NO₃*ClH
• 分子量: 225.716
• InChiKey: PWTCRVZRZTVZKL-FZRXOQNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.39
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl-1,3-di-O-isopropylidene-α-D-fructofuranoside 在 咪唑 、 aluminium hydride 、 盐酸 、 trifluoromethanesulfonic acid 、 palladium 10% on activated carbon 、 氢气 、 碘 、 sodium hydride 、 对甲苯磺酸 、 臭氧 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 环己烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， -78.0~20.0 ℃ 、405.33 kPa 条件下， 反应 55.33h， 生成 1,4-dideoxy-1,4-(butylimino)-L-xylitol hydrochloride
  参考文献：
  名称：

  A Versatile Approach to N-Alkylated 1,4-Dideoxy-1,4-imino-d-arabinitols and 1,4-Dideoxy-1,4-imino-l-xylitols

  摘要：

  A versatile and concise synthesis of N-alkylated 1,4-dideoxy-1,4-imino-D-arabinitol and 1,4-dideoxy-1,4-imino-L-xylitol derivatives is described. These were prepared using pseudohemiketal lactams as key intermediates, which in turn were obtained from sucrose. The key intermediates were prepared by a diastereospecific tandem reaction which facilitated the introduction of various substituents on the nitrogen atom of the iminosugars.

  DOI：

  10.1021/jo1020322

文献信息

• A Versatile Approach to <i>N</i>-Alkylated 1,4-Dideoxy-1,4-imino-<scp>d</scp>-arabinitols and 1,4-Dideoxy-1,4-imino-<scp>l</scp>-xylitols
  作者：Guan-Nan Wang、Lin Yang、Li-He Zhang、Xin-Shan Ye

  DOI：10.1021/jo1020322

  日期：2011.4.1

  A versatile and concise synthesis of N-alkylated 1,4-dideoxy-1,4-imino-D-arabinitol and 1,4-dideoxy-1,4-imino-L-xylitol derivatives is described. These were prepared using pseudohemiketal lactams as key intermediates, which in turn were obtained from sucrose. The key intermediates were prepared by a diastereospecific tandem reaction which facilitated the introduction of various substituents on the nitrogen atom of the iminosugars.