(3S)-O²,O³-isopropylidene-β-L-apiofuranose | 70147-50-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S)-O²,O³-isopropylidene-β-L-apiofuranose
• 英文别名: 2,3-O-isopropylidene-L-apiose；(3aS,6S,6aS)-3a-(hydroxymethyl)-2,2-dimethyl-6,6a-dihydro-4H-furo[3,4-d][1,3]dioxol-6-ol
• CAS: 70147-50-1
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: QCNHIMWAKKHAFC-CHKWXVPMSA-N

物化性质

• 沸点：
  327.1±42.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S)-O²,O³-isopropylidene-β-L-apiofuranose 在 Dowex 50W (H⁺ form) 作用下， 以 水 为溶剂， 反应 5.0h， 生成 洋芹糖
  参考文献：
  名称：

  Triterpenoid saponins from Becium grandiflorum var. obovatum

  摘要：

  Two new triterpenoid saponins, beciumecine I and 2, were-isolated from the root bark of Becium grandiflorum var, obovatum and their structures established as 3-O-(beta-D-glucopyranosyl) terminolic acid 28-O-beta-D-apiofuranosyl( 1-3)-[alpha-L-rhamnopyranosyl( 1-3)-beta-D-xylopyranosyl( 1-4)]-alpha-L-rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside and 3-O-(beta-D-glucopyranosyl) 24-hydroxyterminolic acid 28-O-alpha-L-rhamnopyranosyl(1-3)-beta-D-xylopyranosyl(1-4)-alpha-L-rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside, respectively. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00413-0
• 作为产物：
  描述：

  2-C-(hydroxymethyl)-2,3:4,5-di-O-isopropylidene-D-threo-pentitol 在 sodium periodate 、 溶剂黄146 作用下， 生成 (3S)-O²,O³-isopropylidene-β-L-apiofuranose
  参考文献：
  名称：

  Triterpenoid saponins from Becium grandiflorum var. obovatum

  摘要：

  Two new triterpenoid saponins, beciumecine I and 2, were-isolated from the root bark of Becium grandiflorum var, obovatum and their structures established as 3-O-(beta-D-glucopyranosyl) terminolic acid 28-O-beta-D-apiofuranosyl( 1-3)-[alpha-L-rhamnopyranosyl( 1-3)-beta-D-xylopyranosyl( 1-4)]-alpha-L-rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside and 3-O-(beta-D-glucopyranosyl) 24-hydroxyterminolic acid 28-O-alpha-L-rhamnopyranosyl(1-3)-beta-D-xylopyranosyl(1-4)-alpha-L-rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside, respectively. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00413-0

文献信息

• Ho,P.-T., Canadian Journal of Chemistry, 1979, vol. 57, p. 381 - 383
  作者：Ho,P.-T.

  DOI：——

  日期：——
• [EN] NOVEL IMINOSUGAR THERAPEUTICS<br/>[FR] NOUVEAUX AGENTS THÉRAPEUTIQUES IMINOSUCRES
  申请人：SUMMIT CORP PLC

  公开号：WO2011095772A3

  公开（公告）日：2011-10-20
• Triterpenoid saponins from Becium grandiflorum var. obovatum
  作者：Irmgard Burger、Barend V Burger、Carl F Albrecht、Hendrik S.C Spies、Peter Sándor

  DOI：10.1016/s0031-9422(98)00413-0

  日期：1998.12

  Two new triterpenoid saponins, beciumecine I and 2, were-isolated from the root bark of Becium grandiflorum var, obovatum and their structures established as 3-O-(beta-D-glucopyranosyl) terminolic acid 28-O-beta-D-apiofuranosyl( 1-3)-[alpha-L-rhamnopyranosyl( 1-3)-beta-D-xylopyranosyl( 1-4)]-alpha-L-rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside and 3-O-(beta-D-glucopyranosyl) 24-hydroxyterminolic acid 28-O-alpha-L-rhamnopyranosyl(1-3)-beta-D-xylopyranosyl(1-4)-alpha-L-rhamnopyranosyl(1-2)-alpha-L-arabinopyranoside, respectively. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.