3-Decynyl-tosylat | 51721-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Decynyl-tosylat
• 英文别名: 3-decynyl p-toluenesulfonate；Dec-3-ynyl 4-methylbenzenesulfonate
• CAS: 51721-40-5
• 化学式: C₁₇H₂₄O₃S
• 分子量: 308.442
• InChiKey: OJGCUZRKINOYKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  436.2±28.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Decynyl-tosylat 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以3.86 g的产率得到1-碘-3-癸炔
  参考文献：
  名称：

  Synthesis and Stereochemistry-Activity Relationship of small Bacteriocin, an Autoinducer of the Symbiotic Nitrogen-Fixing Bacterium Rhizobium leguminosarum

  摘要：

  The four stereoisomers of small bacteriocin, an autoinducer of the symbiotic nitrogen-fixing bacterium Rhizobium leguminosarum, were synthesized via a versatile methodology for 3'-hydroxyacyl homoserine lactones based on the Nagao asymmetric aldol reaction. The synthetic isomers were much less effective at inhibiting the growth of R. leguminosarum RBL5523 than the natural isomer, showing the importance of stereochemistry for activity.

  DOI：

  10.1021/ol8005198
• 作为产物：
  描述：

  3-癸炔-1-醇 、 对甲苯磺酰氯 以 吡啶 为溶剂， 生成 3-Decynyl-tosylat
  参考文献：
  名称：

  Synthesis and Stereochemistry-Activity Relationship of small Bacteriocin, an Autoinducer of the Symbiotic Nitrogen-Fixing Bacterium Rhizobium leguminosarum

  摘要：

  The four stereoisomers of small bacteriocin, an autoinducer of the symbiotic nitrogen-fixing bacterium Rhizobium leguminosarum, were synthesized via a versatile methodology for 3'-hydroxyacyl homoserine lactones based on the Nagao asymmetric aldol reaction. The synthetic isomers were much less effective at inhibiting the growth of R. leguminosarum RBL5523 than the natural isomer, showing the importance of stereochemistry for activity.

  DOI：

  10.1021/ol8005198

文献信息

• Pyrazolo[4,3-d]pyrimidine derivative, process for its production,
  申请人：Nissan Chemical Industries Ltd.

  公开号：US04654348A1

  公开（公告）日：1987-03-31

  A pyrazolo[4,3-d]pyrimidine derivative having the formula: ##STR1## wherein R.sup.1 is lower alkyl or phenyl, R.sup.2 is --A--CO.sub.2 R.sup.21 (wherein A is alkylene having from 1 to 10 carbon atoms which is unsubstituted or substituted by alkyl having from 1 to 3 carbon atoms; and R.sup.21 is lower alkyl having from 1 to 4 carbon atoms), --CH.sub.2 CO-phenyl, a saturated or unsaturated, straight chain or branched aliphatic group having from 3 to 16 carbon atoms, phenyl-lower alkyl, --CH.sub.2 CN, chloro substituted phenyl-lower alkyl or ##STR2## (wherein R.sup.22 is hydrogen or lower alkyl), and R.sup.3 is a saturated or unsaturated, straight chain or branched aliphatic group having from 2 to 22 carbon atoms, phenyl-lower alkyl, benzyloxy substituted phenyl-lower alkyl, lower alkyl substituted or unsubstituted 2-(phenylmethyloxy)ethyl, cyclohexylcyclohexyl, methylcyclohexyl, 3-thia-n-heptyl, 3,6-dioxa-n-decyl, 4-oxo-n-pentyl or 2-hydroxyethyl. Intermediates and processes of making the compounds of formula I are also disclosed. The compounds of formula I are useful as antihyperlipidemic agents.

  一种具有以下结构的吡唑并[4,3-d]嘧啶衍生物：##STR1##其中R.sup.1是较低的烷基或苯基，R.sup.2是--A--CO.sub.2R.sup.21（其中A是具有1至10个碳原子的未取代或取代的烷基，取代基为具有1至3个碳原子的烷基；R.sup.21是具有1至4个碳原子的较低烷基），--CH.sub.2CO-苯基，具有3至16个碳原子的饱和或不饱和、直链或支链脂肪族基团，苯基-较低烷基，--CH.sub.2CN，氯取代的苯基-较低烷基或##STR2##（其中R.sup.22是氢或较低烷基），R.sup.3是具有2至22个碳原子的饱和或不饱和、直链或支链脂肪族基团，苯基-较低烷基，苄氧基取代的苯基-较低烷基，取代或未取代的2-(苯基甲氧基)乙基，环己基环己基，甲基环己基，3-硫代-n-庚基，3,6-二氧-n-癸基，4-氧代-n-戊基或2-羟乙基。还公开了制备式I化合物的中间体和工艺。式I化合物可用作抗高脂血症药物。
• Pyrazolo[4,3-d] pyrimidine derivative process for its production antihyperlipidemic agent containing it, its intermediate, and process for the production of the intermediate
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0157415A2

  公开（公告）日：1985-10-09

  A pyrazolo[4,3-d]pyrimidine derivative having the formula: wherein R1 is lower alkyl, phenyl or substituted phenyl, R2 is -A-CO2R21 (wherein A is alkylene having from 1 to 3 carbon atoms which is unsubstituted or substituted by methyl, and R21 is lower alkyl having from 1 to 4 carbon atoms), -CH2CO-phenyl, a saturated or unsaturated, straight chain or branched aliphatic group having from 3 to 16 carbon atoms, phenyl-lower alkyl, -CH2CN, substituted phenyl-lower alkyl, cyclohexylcyclohexyl, methylcyclohexyl, 4-thia-n-heptyl, 3,6-dioxa-n-octyl, 4-oxo-n-pentyl or (wherein R22 is hydrogen or lower alkyl), and R3 is a saturated or unsaturated, straight chain or branched aliphatic group having from 2 to 22 carbon atoms, phenyl-lower alkyl, substituted phenyl-lower alkyl, substituted or unsubstituted phenyl-methyloxyethyl or 2-hydroxyethyl.

  一种吡唑并[4,3-d]嘧啶衍生物，其式如下 其中 R1 是低级烷基、苯基或取代苯基，R2 是-A-CO2R21（其中 A 是具有 1 至 3 个碳原子的亚烷基，未被取代或被甲基取代，R21 是具有 1 至 4 个碳原子的低级烷基），-CH2CO-苯基、具有 3 至 16 个碳原子的饱和或不饱和、直链或支链脂肪族基团、苯基低级烷基、-CH2CN、取代苯基低级烷基、环己基环己基、甲基环己基、4-硫杂-n-庚基、3,6-二氧杂-n-辛基、4-氧代-n-戊基，或 (其中 R22 为氢或低级烷基），R3 为具有 2 至 22 个碳原子的饱和或不饱和、直链或支链脂族基团、苯基-低级烷基、取代的苯基-低级烷基、取代或未取代的苯基-甲基羟乙基或 2-羟乙基。
• US4654348A
  申请人：——

  公开号：US4654348A

  公开（公告）日：1987-03-31
• Synthesis and Stereochemistry-Activity Relationship of <i>small</i> Bacteriocin, an Autoinducer of the Symbiotic Nitrogen-Fixing Bacterium <i>Rhizobium leguminosarum</i>
  作者：Arata Yajima、Anton A. N. van Brussel、Jan Schripsema、Tomoo Nukada、Goro Yabuta

  DOI：10.1021/ol8005198

  日期：2008.5.1

  The four stereoisomers of small bacteriocin, an autoinducer of the symbiotic nitrogen-fixing bacterium Rhizobium leguminosarum, were synthesized via a versatile methodology for 3'-hydroxyacyl homoserine lactones based on the Nagao asymmetric aldol reaction. The synthetic isomers were much less effective at inhibiting the growth of R. leguminosarum RBL5523 than the natural isomer, showing the importance of stereochemistry for activity.