[(3S,4R,5S)-3,4,5-triacetyloxyoxolan-3-yl]methyl acetate | 53834-83-6

• 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: [(3S,4R,5S)-3,4,5-triacetyloxyoxolan-3-yl]methyl acetate
• CAS: 53834-83-6
• 化学式: C₁₃H₁₈O₉
• 分子量: 318.281
• InChiKey: GZAKOZVUFVCDPG-RWMBFGLXSA-N

物化性质

• 沸点：
  374.0±42.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(3S,4R,5S)-3,4,5-triacetyloxyoxolan-3-yl]methyl acetate 在 (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate 、 氢气 、 三乙基硅基三氟甲磺酸酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.33h， 生成 allyl 2,3,5-tri-O-acetyl-β-D-apiofuranosyl-(1→3)-2,4-di-O-pivaloyl-β-D-xylopyranosyl-(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1→2)-3,4-O-isopropylidene-α-D-fucopyranoside
  参考文献：
  名称：

  Synthesis of QS-21-Based Immunoadjuvants

  摘要：

  Three structurally defined QS-21-based immune adjuvant candidates (2a-2c) have been synthesized. Application of the two-stage activation glycosylation approach utilizing allyl glycoside building blocks improved the synthetic accessibility of the new adjuvants. The efficient synthesis and establishment of the stand-alone adjuvanticity of the examined synthetic adjuvant (2b) open the door to the pursuit of a new series of structurally defined QS-saponin-based synthetic adjuvants.

  DOI：

  10.1021/jo402118j
• 作为产物：
  描述：

  3-(C-hydroxymethyl)-β-L-threofuranose 、 乙酸酐 生成 [(3S,4R,5S)-3,4,5-triacetyloxyoxolan-3-yl]methyl acetate
  参考文献：
  名称：

  POLSTERER, JOHANN-PETER;ZBIRAL, ERICH;BALZARINI, JAN;DE, CLERQ ERIK, NUCLEOSIDES AND NUCLEOTIDES, 10,(1991) N-3, C. 621-622

  摘要：

  DOI：

文献信息

• Concise Synthesis and Antidiabetic Effect of Three Natural Triterpenoid Saponins Isolated from<i>Fadogia ancylantha</i>(Makoni tea)
  作者：Zi-Li Feng、Shao-Ping Wu、Wen-Hong Li、Tian-Tian Guo、Qing-Chao Liu

  DOI：10.1002/hlca.201500061

  日期：2015.9

  The first concise synthesis of the bidesmosidic oleanolic acid saponins 1–3 isolated from Fadogia ancylantha (Makoni tea) have been accomplished through a ‘one‐pot sequential glycosylation’ strategy with two glycosyl 1‐(trichloroacetimidate)s as glycosyl donors. The synthesized natural products 1–3 were then evaluated for their inhibitory activities against α‐glucosidase, α‐amylase, and lipase. Among

  所述bidesmosidic齐墩果酸皂甙的第一简明合成1 - 3从分离Fadogia ancylantha “ -锅顺序的糖基化一个”具有两个糖基1-（三氯乙酰亚胺酯）S作为糖供体的策略（马科尼茶）已通过来完成的。将合成的天然产物1 - 3然后评价它们对抑制活性α-葡糖苷酶，α-淀粉酶，和脂肪酶。间的测定化合物1 - 3，化合物1表现出较强的α-葡萄糖苷酶和α-淀粉酶抑制，IC 50的160和180μ值中号分别。更以上，化合物2和3显示出对强抑制α葡糖苷酶和脂肪酶，与respectivement IC 50个的170和190μ值中号，以及190和200μ中号。
• 카테킨계 화합물 및 이의 용도
  申请人：ElcuBio Co., Ltd. 주식회사 엘큐바이오(120160488526) Corp. No ▼ 160111-0419633BRN ▼317-87-00286

  公开号：KR20190084522A

  公开（公告）日：2019-07-17

  본 발명은 카테킨계 화합물 또는 이의 약학적으로 허용가능한 염 및 이의 용도에 관한 것으로, 본 발명의 카테킨계 화합물 또는 이의 약학적으로 허용가능항 염을 포함하는 조성물은 항산화, 항염증 및 상처치료에 매우 효과적이다.

  本发明涉及Catechin类化合物或其药学上可接受的盐及其用途，本发明的包含Catechin类化合物或其药学上可接受的盐的组合物在抗氧化、抗炎和创伤治疗方面非常有效。