<1R-(1α,2β,3α,4β,5β)>-5-amino-1-(tert-butyldimethylsilyloxymethyl)-2,3,4-tris(tert-butyldimethylsilyloxy)cyclopentan-1-ol | 203130-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: <1R-(1α,2β,3α,4β,5β)>-5-amino-1-(tert-butyldimethylsilyloxymethyl)-2,3,4-tris(tert-butyldimethylsilyloxy)cyclopentan-1-ol
• 英文别名: (1R,2R,3S,4R,5S)-2-amino-3,4,5-tris[[tert-butyl(dimethyl)silyl]oxy]-1-[[tert-butyl(dimethyl)silyl]oxymethyl]cyclopentan-1-ol
• CAS: 203130-18-1
• 化学式: C₃₀H₆₉NO₅Si₄
• 分子量: 636.224
• InChiKey: CVEXVUMBWMNSIY-OLFUKKQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.25
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  83.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  <1R-(1α,2β,3α,4β,5β)>-5-amino-1-(tert-butyldimethylsilyloxymethyl)-2,3,4-tris(tert-butyldimethylsilyloxy)cyclopentan-1-ol 在 3-ethyl-2-chlorobenzoxazolium tetrafluoroborate 、 四丁基氟化铵 、 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 8.67h， 生成 N-<<3aR-(3aα,4α,5β,6α,6aα)>-4-hydroxymethyl-3a,5,6,6a-tetrahydro-4,5,6-trihydroxy-4H-cyclopentoxazol-2-yl>-2,3,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
  参考文献：
  名称：

  Syntheses of 1-deoxynojirimycin-trehalamine-fused and -linked compounds and their biological activities

  摘要：

  1-Deoxynojirimycin-trehalamine-fused and -linked compounds (10, 19a and 19b) were synthesized from 1-deoxy-2,3,4,6-tetra-O-benzylnojirimycin and trehazolamine, which was obtained from natural trehazorin as a degradation product. None of these synthetic compounds exceeded 1-deoxynojirimycin in the inhibitory activities towards rat intestinal maltase and yeast alpha-D-glucosidase. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00966-1
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 生成 <1R-(1α,2β,3α,4β,5β)>-5-amino-1-(tert-butyldimethylsilyloxymethyl)-2,3,4-tris(tert-butyldimethylsilyloxy)cyclopentan-1-ol
  参考文献：
  名称：

  Synthesis of 1-deoxynojirimycin-trehalamine fused compound and its related compounds

  摘要：

  1-Deoxynojirimycin-trehalamine fused compound 10 as a mixture together with 11 and its related compound 19 were synthesized The enzyme inhibitory activities of the mixture (10 and 11), 19 and 20 exhibited IC50 values of 0.68, 4.2, and 1.5 mu g/ml, respectively, toward rat intestinal maltase. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00049-5