SAC-0601

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: SAC-0601
• 英文别名: [(2R,3S)-3-acetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,6-dihydro-2H-pyran-2-yl]methyl acetate
• 化学式: C₃₇H₅₈O₆
• 分子量: 598.864
• InChiKey: QJXHEXDGVGHSCW-KIDDTRODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  SAC-0601 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以78%的产率得到SAC-0522
  参考文献：
  名称：

  NOVEL VASCULAR LEAK INHIBITOR

  摘要：

  公开号：

  EP2495242B1
• 作为产物：
  描述：

  胆固醇 、 乙酰化葡萄烯糖 在 bismuth(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到SAC-0601
  参考文献：
  名称：

  Bi(OTf)3 and SiO2-Bi(OTf)3 as Effective Catalysts for the Ferrier Rearrangement#

  摘要：

  经发现，Bi(OTf)3 和 SiO2-Bi(OTf)3 能有效催化三-O-乙酰基糖类的Ferrier重排反应，在不同的醇作用下，提供了一条有效合成2,3-不饱和O-糖苷的途径，具有良好的异头选择性和良好的至极佳的产率，且反应时间短。

  DOI：

  10.3390/10080884

文献信息

• Bi(OTf)3 and SiO2-Bi(OTf)3 as Effective Catalysts for the Ferrier Rearrangement#
  作者：J. Babu、A. Khare、Y. Vankar

  DOI：10.3390/10080884

  日期：——

  Bi(OTf)3 and SiO2-Bi(OTf)3 are found to effectively catalyze the Ferrierrearrangement of tri-O-acetyl glycals with different alcohols providing an effective routeto 2,3-unsaturated O-glycosides with good anomeric selectivity and good to excellentyields after short reaction times.

  经发现，Bi(OTf)3 和 SiO2-Bi(OTf)3 能有效催化三-O-乙酰基糖类的Ferrier重排反应，在不同的醇作用下，提供了一条有效合成2,3-不饱和O-糖苷的途径，具有良好的异头选择性和良好的至极佳的产率，且反应时间短。
• Protic Acid (HClO₄ Supported on Silica Gel)-Mediated Synthesis of 2,3-Unsaturated-<i>O</i>-glucosides and a Chiral Furan Diol from 2,3-Glycals
  作者：Aditi Agarwal、Shikha Rani、Yashwant D. Vankar

  DOI：10.1021/jo049415j

  日期：2004.9.1

  Perchloric acid supported on silica gel acts as an excellent reagent system in converting glucals into 2,3-unsaturated-O-glucosides in good to excellent yields in short reaction time with good a selectivity. Primary, secondary, and allylic alcohols, phenols, and thiols react with 3,4,6-tri-O-acetyl glucal with equal ease. In addition to this, a chiral furan diol is obtained from unprotected D-glucal or D-galactal in good yields.
• Cholesterol-derived novel anti-apoptotic agents on the structural basis of ginsenoside Rk1
  作者：Sujin Lee、Sony Maharjan、Kyeojin Kim、Nam-Jung Kim、Hyun-Jung Choi、Young-Guen Kwon、Young-Ger Suh

  DOI：10.1016/j.bmcl.2010.09.071

  日期：2010.12

  Design and synthesis of cholesterol-derived anti-apoptotic agents were described. The synthesized cholesterol analogs designed on the structural basis of ginsenoside Rk1 inhibited the undesirable apoptosis of human endothelial cells, which are induced by a vascular injury. In particular, analogue 1 possessing 4,6di-O-acetyl-2,3-dideoxyhex-2-enopyran linked to hydroxyl group of cholesterol exhibited the most effective anti-apoptotic activities at both 5 and 10 mu g/ml. (C) 2010 Elsevier Ltd. All rights reserved.
• NOVEL VASCULAR LEAK INHIBITOR
  申请人：Industry-Academic Cooperation Foundation Yonsei University

  公开号：EP2495242B1

  公开（公告）日：2016-05-04