Ethyl 3-anilinohexanoate | 81942-11-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl 3-anilinohexanoate
• CAS: 81942-11-2
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: ORASNKGRRVCCAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 3-anilinohexanoate 在 三甲基氯硅烷 、 甲烷磺酸 、 二异丁基氢化铝 、 间氯过氧苯甲酸 、 叔丁醇 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 29.67h， 生成 Phenyl-[1-(4,5,6,7-tetrahydro-benzofuran-3-yl)-butyl]-amine
  参考文献：
  名称：

  Kano, Shinzo; Shibuya, Shiroshi; Ebata, Tsutomu, Journal of the Chemical Society. Perkin transactions I, 1982, p. 257 - 260

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-3-Phenylamino-hex-2-enoic acid ethyl ester 在 三乙酰氧基硼氢化钠 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以87%的产率得到Ethyl 3-anilinohexanoate
  参考文献：
  名称：

  Chemo- and Diastereoselective Reduction of .beta.-Enamino Esters: A Convenient Synthesis of Both cis- and trans-.gamma.-Amino Alcohols and .beta.-Amino Esters

  摘要：

  Convenient procedures for the chemo- and diastereoselective reduction of beta-enamino esters 1 are described. Both cis- and trans-gamma-amino alcohols 2 or beta-amino esters 3 can be prepared by reduction of beta-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Nali-PrOH or NaHbB(OAc)(3)/AcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are discussed. The relative configurations and conformations of the diastereoisomeric gamma-amino alcohols 2 and beta-amino esters 3 obtained are established by H-1 and C-13 NMR study and unequivocally set by their cyclic derivatives tetrahydro-1,3-oxazines 4.

  DOI：

  10.1021/jo00097a039

文献信息

• Selective formation of α,ω-ester amides from the aminocarbonylation of castor oil derived methyl 10-undecenoate and other unsaturated substrates
  作者：Cristina Jiménez-Rodriguez、Angel A. Núñez-Magro、Thomas Seidensticker、Graham R. Eastham、Marc R. L. Furst、David J. Cole-Hamilton

  DOI：10.1039/c4cy00158c

  日期：——

  The reaction of long chain alkenes with CO and aniline in the presence of palladium complexes of 1,2-bis-(ditertbutylphosphinomethyl)benzene produces amides with high linear selectivity, with much higher rates and catalyst stability when 2-naphthol and sodium or potassium iodide are added. Unsaturated esters including methyl 10-undecenoate from castor oil give α,ω-ester amides, whilst reactions in THF

  在1,2-双-（二叔丁基膦基甲基）苯钯配合物存在下，长链烯烃与CO和苯胺的反应生成具有高线性选择性的酰胺，当使用2-萘酚和钠或萘酚时，酰胺的产率和催化稳定性更高。加入碘化钾。蓖麻油中的不饱和酯（包括10-十一碳烯酸甲酯）生成α，ω-酯酰胺，而THF中的反应生成N-苯基吡咯烷。
• One-Pot Preparation of Chiral .BETA.-Amino Esters by Rhodium-Catalyzed Three-Components Coupling Reaction.
  作者：Toshio Honda、Hitoshi Wakabayashi、Kazuo Kanai

  DOI：10.1248/cpb.50.307

  日期：——

  Chiral beta-amino esters are synthesized in one-pot from three components, amines, aldehydes, and ethyl bromoacetate, under the rhodium-catalyzed Reformatsky-type reaction condition, where complete diastereoselection is achieved in the nucleophilic addition step of ethyl bromoacetate to the imines prepared in

  在铑催化的Reformatsky型反应条件下，由三种组分（胺，醛和溴乙酸乙酯）一锅合成手性β-氨基酯，其中在溴乙酸乙酯与亚胺的亲核加成步骤中实现了完全的非对映选择性。准备在
• KANO, SHINZO;SHIBUYA, SHIROSHI;EBETA, TSUTOMU, J. CHEM. SOC. PERKIN. TRANS., 1982, N 1, 257-260
  作者：KANO, SHINZO、SHIBUYA, SHIROSHI、EBETA, TSUTOMU

  DOI：——

  日期：——
• Chemo- and Diastereoselective Reduction of .beta.-Enamino Esters: A Convenient Synthesis of Both cis- and trans-.gamma.-Amino Alcohols and .beta.-Amino Esters
  作者：Giuseppe Bartoli、Cristina Cimarelli、Enrico Marcantoni、Gianni Palmieri、Marino Petrini

  DOI：10.1021/jo00097a039

  日期：1994.9

  Convenient procedures for the chemo- and diastereoselective reduction of beta-enamino esters 1 are described. Both cis- and trans-gamma-amino alcohols 2 or beta-amino esters 3 can be prepared by reduction of beta-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Nali-PrOH or NaHbB(OAc)(3)/AcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are discussed. The relative configurations and conformations of the diastereoisomeric gamma-amino alcohols 2 and beta-amino esters 3 obtained are established by H-1 and C-13 NMR study and unequivocally set by their cyclic derivatives tetrahydro-1,3-oxazines 4.
• Kano, Shinzo; Shibuya, Shiroshi; Ebata, Tsutomu, Journal of the Chemical Society. Perkin transactions I, 1982, p. 257 - 260
  作者：Kano, Shinzo、Shibuya, Shiroshi、Ebata, Tsutomu

  DOI：——

  日期：——