(2R)-3-(1,3-dithian-2-yl)propane-1,2-diol | 204448-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: (2R)-3-(1,3-dithian-2-yl)propane-1,2-diol
• CAS: 204448-60-2
• 化学式: C₇H₁₄O₂S₂
• 分子量: 194.319
• InChiKey: CDBXAVXBVRUIHI-ZCFIWIBFSA-N

物化性质

• 沸点：
  385.0±27.0 °C(predicted)
• 密度：
  1.254±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R)-3-(1,3-dithian-2-yl)propane-1,2-diol 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Structure–activity studies at position 27 of aplog-1, a simplified analog of debromoaplysiatoxin with anti-proliferative activity

  摘要：

  Aplog-1, a simplified analog of debromoaplysiatoxin with anti-proliferative activity, bound to and activated protein kinase delta (PKC delta), that is involved in tumor suppression and apoptosis. To examine the contribution of PKC delta to the anti-proliferative activity of aplog-1, we synthesized 27-methyl and 27-methoxy derivatives that differed in the ability to activate PKC delta. Activators of PKC delta like aplog-1 and 27-(R)-Me-aplog-1 strongly inhibited the growth of several cancer cell lines. On the other hand, 27-(S)-Me-aplog-1 and 27-O-Me-aplog-1 without the ability to activate PKC delta, exhibited only weak growth inhibitory activity against these cell lines. These results suggest indirectly that the activation of PKC delta might be involved in the anti-proliferative activity of aplog-1 against aplog-sensitive cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.02.008
• 作为产物：
  描述：

  (2R)-1-[tert-butyl(dimethyl)silyl]oxy-3-(1,3-dithian-2-yl)propan-2-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (2R)-3-(1,3-dithian-2-yl)propane-1,2-diol
  参考文献：
  名称：

  Total Synthesis of Altohyrtin A (Spongistatin 1): Part 1

  摘要：

  DOI：

  10.1002/(sici)1521-3773(19980202)37:1/2<187::aid-anie187>3.0.co;2-d

文献信息

• Total synthesis of the polyene macrolide antibiotic roxaticin. I. Synthesis of the polyol fragment of roxaticin using a four-carbon chain extension strategy
  作者：Yuji Mori、Motoya Asai、Akiko Okumura、Hiroshi Furukawa

  DOI：10.1016/0040-4020(95)00214-s

  日期：1995.5

  The C11–C26 polyol fragment of roxaticin containing eight chiral centers has been prepared in a reiterative manner using coupling reactions of chiral dithianes and epoxides followed by stereoselective reduction.

  含有八个手性中心的洛克沙星的C11–C26多元醇片段是通过手性二噻二烯与环氧化物的偶联反应，然后进行立体选择性还原，以重复方式制备的。