1-tert-butyldimethylsilyl-2,3-O-isopropylidene-D-glycero-L-gulo-heptitol | 1231714-31-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-tert-butyldimethylsilyl-2,3-O-isopropylidene-D-glycero-L-gulo-heptitol
• 英文别名: (1R,2S,3R)-1-[(4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]butane-1,2,3,4-tetrol
• CAS: 1231714-31-0
• 化学式: C₁₆H₃₄O₇Si
• 分子量: 366.527
• InChiKey: LUOCGIWWHAXWEE-RKQHYHRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-tert-butyldimethylsilyl-2,3-O-isopropylidene-D-glycero-L-gulo-heptitol 在 盐酸 作用下， 以 甲醇 为溶剂， 以5.8 mg的产率得到perseitol
  参考文献：
  名称：

  Characteristic alkaline catalyzed degradation of kotalanol, a potent α-glucosidase inhibitor isolated from Ayurvedic traditional medicine Salacia reticulata, leading to anhydroheptitols: another structural proof

  摘要：

  Stereochemical structure of kotalanol (2), a highly potent a-glucosidase inhibitor isolated from an Ayurvedic traditional medicine Salacia reticulata, was proved by alkaline catalyzed degradation of natural kotalanol (2), in which characteristic stereospecific cyclization of the degradative side chain leading to anhydroheptitols (10 and 11) was involved. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.072
• 作为产物：
  描述：

  (E)-7-O-tert-butyldimethylsilyl-2,3-dideoxy-5,6-O-isopropylidene-D-arabino-hept-2-enitol 在 四氧化锇 、 水 、 N-甲基吗啉氧化物 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以520 mg的产率得到7-tert-butyldimethylsilyl-5,6-O-isopropylidene-D-glycero-D-galacto-heptitol
  参考文献：
  名称：

  Characteristic alkaline catalyzed degradation of kotalanol, a potent α-glucosidase inhibitor isolated from Ayurvedic traditional medicine Salacia reticulata, leading to anhydroheptitols: another structural proof

  摘要：

  Stereochemical structure of kotalanol (2), a highly potent a-glucosidase inhibitor isolated from an Ayurvedic traditional medicine Salacia reticulata, was proved by alkaline catalyzed degradation of natural kotalanol (2), in which characteristic stereospecific cyclization of the degradative side chain leading to anhydroheptitols (10 and 11) was involved. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.072

文献信息

• Characteristic alkaline catalyzed degradation of kotalanol, a potent α-glucosidase inhibitor isolated from Ayurvedic traditional medicine Salacia reticulata, leading to anhydroheptitols: another structural proof
  作者：Osamu Muraoka、Weijia Xie、Satomi Osaki、Ayumi Kagawa、Genzoh Tanabe、Mumen F.A. Amer、Toshie Minematsu、Toshio Morikawa、Masayuki Yoshikawa

  DOI：10.1016/j.tet.2010.03.072

  日期：2010.5

  Stereochemical structure of kotalanol (2), a highly potent a-glucosidase inhibitor isolated from an Ayurvedic traditional medicine Salacia reticulata, was proved by alkaline catalyzed degradation of natural kotalanol (2), in which characteristic stereospecific cyclization of the degradative side chain leading to anhydroheptitols (10 and 11) was involved. (C) 2010 Elsevier Ltd. All rights reserved.