N-((2S,3R)-1,3-dihydroxybutan-2-yl)-2-phenylquinoline-4-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-((2S,3R)-1,3-dihydroxybutan-2-yl)-2-phenylquinoline-4-carboxamide
• 英文别名: N-((2S, 3R)-1,3-dihydroxybutan-2-yl)-2-phenylquinoline-4-carboxamide；N-[(2S,3R)-1,3-dihydroxybutan-2-yl]-2-phenylquinoline-4-carboxamide
• 化学式: C₂₀H₂₀N₂O₃
• 分子量: 336.39
• InChiKey: RODRZZRBTXDUFE-YJYMSZOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-((2S,3R)-1,3-dihydroxybutan-2-yl)-2-phenylquinoline-4-carboxamide 、 4,4'-双甲氧基三苯甲基氯 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 以95%的产率得到N-((2S,3R)-1-(4,4'-dimethoxytrityloxy)-3-hydroxybutan-2-yl)-2-phenylquinoline-4-carboxamide
  参考文献：
  名称：

  POLYMERS AND THEIR USE AS FLUORESCENT LABELS

  摘要：

  本发明涉及由式（I）的2至10个单体组成的聚合物，以及其制备过程和作为荧光物质的用途，其中： X是式（II）的基团，其中—R5是电子对或（C1-C3）烷基基团；—Ra和—Rb是从H，（C1-C4）-烷基，（C1-C4）-烷氧基，（C1-C4）-烷基氨基，苯基，F，Cl，Br，氨基，羟基和硝基中独立选择的基团，或—Ra和—Rb与它们附着的碳原子融合形成式（III）的环，条件是（I）当—R5为电子对时，a是N═C双键，而Ra和Rb融合形成环（III），所述环是从（IIIa）和（IIIb）中选择的双自由基，因此，基团（II）分别为（IIa）或（IIb）（II）当—R5是（C1-C3）烷基基团时，a是N—C单键，而Ra和Rb融合形成环（III），所述环是一个双自由基（a），因此，基团（II）是（IIc）R1-R4和R7-R18表示基团，相同或不同，选择自H1（C1-C4）-烷基，（C1-C4）-烷基氨基，苯基，F，Cl，Br，氨基，羟基和硝基的群；p是0至1的整数；R6是从—CO—，—CONH（CH2）mCO—和—CO[NHCHR″CO]m—中选择的双自由基，其中—R″是侧链基团，相同或不同，对应于天然氨基酸；m是1至3的整数；Z是式（IV）的三自由基，其中r是0至1的整数；v是0至1的整数；Z′是从—CH2—和氮中选择的三自由基；Z″是H，条件是：（a）当Z′是氮时，与R6形成酰胺键，然后是氢，v是0至1的整数，（b）当Z″是—NH—时，与R6形成酰胺基团，然后Z1为—CH2，v=0或式（V），其中Z″从—CH3和—CH2NH—中选择，Z1从H和NH中选择，Z从S和O原子中选择，W是0至1的整数，条件是（c）当R6与Z′″结合时，Z′″是—CH2NH—，Z1为氢，w为0；（d）当Z1为—NH—时，与R6形成酰胺键，Z′″为—CH3，w为1；而式（I）的单体通过三自由基Z连接，形成酰胺或磷酸酯键。

  公开号：

  US20100129800A1
• 作为产物：
  描述：

  (2S,3R)-2-氨基-1,3-丁二醇 、 2-苯基-4-喹啉羧酸 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以63%的产率得到N-((2S,3R)-1,3-dihydroxybutan-2-yl)-2-phenylquinoline-4-carboxamide
  参考文献：
  名称：

  Solid-phase synthesis of oligomers carrying several chromophore units linked by phosphodiester backbones

  摘要：

  A method for the preparation of oligomers by linking chromophore units is described. Specifically, the synthesis of chromophore units having a protected-hydroxyl group and a phosphoramidite function is described, along with a method to link several units using solid-phase phosphite-triester protocols. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.074

文献信息

• POLYMERS AND THEIR USE AS FLUORESCENT LABELS
  申请人：Aymami Bofarull Juan

  公开号：US20100129800A1

  公开（公告）日：2010-05-27

  The present invention relates to a polymer composed by two to ten monomers of formula (I) as well as to a process for its preparation and its use as fluorophore wherein: X is a radical of formula (II) wherein —R 5 is an electron pair or a (C 1 -C 3 )-alkyl radical; —R a and —R b are radicals independently selected from the group consisting of H, (C 1 -C 4 )-alKyI, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-alkylamino, phenyl, F, Cl, Br, amino, hydroxy, and nitro or —R a and —R b are fused forming with the carbon atoms to which they are attached a ring of formula (III) with the condition that (I) when —R 5 is an electron pair, a is a N═C double bond, and R a and R b are fused forming the ring (III), said ring being a biradical selected from (IIIa) and (IIIb), thus, radical (II) is (IIa) or (IIb) respectively (II) when —R 5 is a (C 1 -C 3 )-alkyl radical, a is a N—C single bond and R a and R b are fused forming the ring (III), said ring being a biradical (a), thus, the radical (II) is (IIc) R 1 -R 4 and R 7 -R 18 represent radicals, same or different, selected for the group consisting of H 1 (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alky-lamiπo, phenyl, F, Cl, Br, amino, hydroxy, and nitro; p is an integer from 0 to 1; R 6 is a biradical selected from the group consisting of —CO—; —CONH(CH 2 ) m CO—; and —CO[NHCHR″CO] m —, wherein —R″ are side chains radicals, same or different, corresponding to natural aminoacids; and m is an integer from 1 to 3; Z is a triradical of formula (IV) wherein r is an integer from 0 to 1; v is an integer from O to 1; Z′ is a triradical selected from —CH 2 — and nitrogen; Z″ is H, with the proviso that: (a) when Z′ is nitrogen, forming an amide bound with R 6 , then is hydrogen and v is an integer from O to 1, and (b) when Z″ is —NH—, forming an amide group with R 6 , then Z1 is —CH 2 and v=O or of formula (V) wherein Z″ is selected from —CH 3 and —CH 2 NH—, Z 1v is selected from H and NH, Z v is selected from S and O atom, W is an integer from 0 to 1, with the proviso that (c) when R 6 is bound to Z′″ then Z′″ is —CH 2 NH—, Z 1v is hydrogen and w is 0; and (d) when Z 1v is —NH— forming an amide bound with R 6 , Z′″ is —CH 3 and w is 1; and and wherein the monomers of formula (I) are linked through the triradical Z, forming an amide or phosphate bound.

  本发明涉及由式（I）的2至10个单体组成的聚合物，以及其制备过程和作为荧光物质的用途，其中： X是式（II）的基团，其中—R5是电子对或（C1-C3）烷基基团；—Ra和—Rb是从H，（C1-C4）-烷基，（C1-C4）-烷氧基，（C1-C4）-烷基氨基，苯基，F，Cl，Br，氨基，羟基和硝基中独立选择的基团，或—Ra和—Rb与它们附着的碳原子融合形成式（III）的环，条件是（I）当—R5为电子对时，a是N═C双键，而Ra和Rb融合形成环（III），所述环是从（IIIa）和（IIIb）中选择的双自由基，因此，基团（II）分别为（IIa）或（IIb）（II）当—R5是（C1-C3）烷基基团时，a是N—C单键，而Ra和Rb融合形成环（III），所述环是一个双自由基（a），因此，基团（II）是（IIc）R1-R4和R7-R18表示基团，相同或不同，选择自H1（C1-C4）-烷基，（C1-C4）-烷基氨基，苯基，F，Cl，Br，氨基，羟基和硝基的群；p是0至1的整数；R6是从—CO—，—CONH（CH2）mCO—和—CO[NHCHR″CO]m—中选择的双自由基，其中—R″是侧链基团，相同或不同，对应于天然氨基酸；m是1至3的整数；Z是式（IV）的三自由基，其中r是0至1的整数；v是0至1的整数；Z′是从—CH2—和氮中选择的三自由基；Z″是H，条件是：（a）当Z′是氮时，与R6形成酰胺键，然后是氢，v是0至1的整数，（b）当Z″是—NH—时，与R6形成酰胺基团，然后Z1为—CH2，v=0或式（V），其中Z″从—CH3和—CH2NH—中选择，Z1从H和NH中选择，Z从S和O原子中选择，W是0至1的整数，条件是（c）当R6与Z′″结合时，Z′″是—CH2NH—，Z1为氢，w为0；（d）当Z1为—NH—时，与R6形成酰胺键，Z′″为—CH3，w为1；而式（I）的单体通过三自由基Z连接，形成酰胺或磷酸酯键。
• Solid-phase synthesis of oligomers carrying several chromophore units linked by phosphodiester backbones
  作者：Anna Aviñó、Isabel Navarro、Josep Farrera-Sinfreu、Miriam Royo、Juan Aymamí、Antonio Delgado、Amadeu Llebaria、Fernando Albericio、Ramon Eritja

  DOI：10.1016/j.bmcl.2008.02.074

  日期：2008.4

  A method for the preparation of oligomers by linking chromophore units is described. Specifically, the synthesis of chromophore units having a protected-hydroxyl group and a phosphoramidite function is described, along with a method to link several units using solid-phase phosphite-triester protocols. (C) 2008 Elsevier Ltd. All rights reserved.