N--2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol | 219717-72-3

• 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: N--2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
• 英文别名: tert-butyl N-[3-oxo-3-[(2R,3R,4R,5S)-3,4,5-tris(phenylmethoxy)-2-(phenylmethoxymethyl)piperidin-1-yl]propyl]carbamate
• CAS: 219717-72-3
• 化学式: C₄₂H₅₀N₂O₇
• 分子量: 694.868
• InChiKey: CQPXYVVQUFRMEA-AXSIPUHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  51.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  95.56
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N--2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 在 盐酸 、 硼烷四氢呋喃络合物 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 N-<3-<<1R-(1α,2β,3α,4β,5β)>-(1-hydroxymethyl-1,2,3,4-tetrahydroxycyclopent-5-yl)aminothiocarbonyl>aminopropyl>-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
  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
• 作为产物：
  描述：

  Boc-beta-丙氨酸 、 (2R,3R,4R,5S)-3,4,5-三(苄氧基)-2-[(苄氧基)甲基]哌啶 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 N--2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
  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

文献信息

• Syntheses of 1-deoxynojirimycin-trehalamine-fused and -linked compounds and their biological activities
  作者：Masao Shiozaki、Reiko Yoshiike、Osamu Ando、Osamu Ubukata、Hideyuki Haruyama

  DOI：10.1016/s0040-4020(98)00966-1

  日期：1998.12

  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.