(E)-tert-butyl 2-(naphthalen-1-ylmethylene)hydrazinecarboxylate | 106728-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-tert-butyl 2-(naphthalen-1-ylmethylene)hydrazinecarboxylate
• 英文别名: tert-butyl N-[(E)-naphthalen-2-ylmethylideneamino]carbamate
• CAS: 106728-61-4
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: CSYHGYHNWZJYDJ-GZTJUZNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyl 2-(naphthalen-1-ylmethylene)hydrazinecarboxylate 、 3-溴丙烯 在 caesium carbonate 作用下， 反应 1.0h， 以93%的产率得到tert-butyl 1-allyl-2-(naphthalen-2-ylmethylene)hydrazinecarboxylate
  参考文献：
  名称：

  Solvent-free synthesis of hydrazones and their subsequent N-alkylation in a Ball-mill

  摘要：

  A large variety of Boc-, Bz-, Ts-, and Fmoc- protected hydrazones were prepared via condensation of an equimolar amount of carbonyl-compound and the corresponding hydrazine using a ball-mill. Hydrazones were always obtained in a quantitative yield and no solvents were used at any step. In a second step, we realized the first solvent-free N-allylation and N-benzylation of these hydrazones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.056
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 2-萘甲醛 反应 1.0h， 以100%的产率得到(E)-tert-butyl 2-(naphthalen-1-ylmethylene)hydrazinecarboxylate
  参考文献：
  名称：

  Solvent-free synthesis of hydrazones and their subsequent N-alkylation in a Ball-mill

  摘要：

  A large variety of Boc-, Bz-, Ts-, and Fmoc- protected hydrazones were prepared via condensation of an equimolar amount of carbonyl-compound and the corresponding hydrazine using a ball-mill. Hydrazones were always obtained in a quantitative yield and no solvents were used at any step. In a second step, we realized the first solvent-free N-allylation and N-benzylation of these hydrazones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.056

文献信息

• PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR ALPHA AGONISTS
  申请人：Cano Ivan Collado

  公开号：US20090062358A1

  公开（公告）日：2009-03-05

  The present invention is directed to compounds represented by the following structural formula, and pharmaceutically acceptable salts, solvates and hydrates thereof, R1 is a substituted or unsubstituted group selected from C 1 -C 8 alkyl, aryl-C 0-2 -alkyl, heteroaryl-C 0-2 -alkyl, C3-C6 cycloalkylaryl-C 0-2 -alkyl or phenyl. W is O or S. R2 is H or a substituted or unsubstituted group selected from C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl and heteroaryl. X is a C 2 -C 5 alkylene linker wherein one carbon atom of the linker may be replaced with O, NH or S. Y is C, O, S, NH or a single bond. Furthermore, E is (CH 2 ) n COOH, wherein n is 0, 1, 2 or 3, or C(R3)(R4)A, wherein A is an acidic functional group such as carboxyl, carboxamide substituted or unsubstituted sulfonamide, or substituted or unsubstituted tetrazole. R3 is H, saturated or unsaturated C 1 -C 5 alkyl, C 1 -C 5 alkoxy. Additionally, R4 is H, halo, a substituted or unsubstituted group selected from C 1 -C 5 alkyl, C 1 -C 5 alkoxy, C 3 -C 6 cycloalkyl, arylC 0 -C 4 alkyl and phenyl, or R3 and R4 are combined to form a C 3 -C 4 cycloalkyl.

  本发明涉及以下结构式所代表的化合物，以及其药学上可接受的盐、溶剂合物和水合物，其中，R1是C1-C8烷基、芳基-C0-2-烷基、杂芳基-C0-2-烷基、C3-C6环烷基芳基-C0-2-烷基或苯基的取代或未取代基团。W为O或S。R2为H或C1-C6烷基、C3-C6环烷基和杂芳基的取代或未取代基团。X为C2-C5烷基链，在链中的一个碳原子可以被O、NH或S取代。Y为C、O、S、NH或单键。此外，E为(CH2)nCOOH，其中n为0、1、2或3，或C(R3)(R4)A，其中A为酸性功能基团，如羧基、羧酰基取代或未取代的磺酰胺基、取代或未取代的四唑基。R3为H、饱和或不饱和的C1-C5烷基、C1-C5烷氧基。此外，R4为H、卤素、C1-C5烷基、C1-C5烷氧基、C3-C6环烷基、芳基C0-C4烷基和苯基的取代或未取代基团，或R3和R4结合形成C3-C4环烷基。
• US7304062B2
  申请人：——

  公开号：US7304062B2

  公开（公告）日：2007-12-04
• Solvent-free synthesis of hydrazones and their subsequent N-alkylation in a Ball-mill
  作者：Pierrick Nun、Charlotte Martin、Jean Martinez、Frédéric Lamaty

  DOI：10.1016/j.tet.2011.07.056

  日期：2011.10

  A large variety of Boc-, Bz-, Ts-, and Fmoc- protected hydrazones were prepared via condensation of an equimolar amount of carbonyl-compound and the corresponding hydrazine using a ball-mill. Hydrazones were always obtained in a quantitative yield and no solvents were used at any step. In a second step, we realized the first solvent-free N-allylation and N-benzylation of these hydrazones. (C) 2011 Elsevier Ltd. All rights reserved.