Ethyl trans-2-(N-Benzylamino)cyclopentanecarboxylate | 141045-77-4

• 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 trans-2-(N-Benzylamino)cyclopentanecarboxylate
• 英文别名: ethyl trans-2-benzylamino-1-cyclopentanecarboxylate；trans-2-(Benzylamino)-1-carbethoxycyclopentane；ethyl (1S,2S)-2-(benzylamino)cyclopentane-1-carboxylate
• CAS: 141045-77-4
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: MQQOIBAPZYNAPG-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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 trans-2-(N-Benzylamino)cyclopentanecarboxylate 在 盐酸 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 24.0h， 生成 N-benzyl-trans-2-amino-1-cyclopentanecarboxylic acid hydrochloride
  参考文献：
  名称：

  Fueloep, Ferenc; Szakonyi, Zsolt; Bernath, Gabor, Journal of Heterocyclic Chemistry, 1997, vol. 34, # 4, p. 1211 - 1218

  摘要：

  DOI：
• 作为产物：
  描述：

  (1S,2S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopentanecarboxylic acid ethyl ester 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 Ethyl trans-2-(N-Benzylamino)cyclopentanecarboxylate
  参考文献：
  名称：

  Fueloep, Ferenc; Szakonyi, Zsolt; Bernath, Gabor, Journal of Heterocyclic Chemistry, 1997, vol. 34, # 4, p. 1211 - 1218

  摘要：

  DOI：

文献信息

• Expanding dynamic kinetic protocols: transaminase-catalyzed synthesis of α-substituted β-amino ester derivatives
  作者：Aníbal Cuetos、Iván Lavandera、Vicente Gotor

  DOI：10.1039/c3cc46760k

  日期：——

  Several α-alkylated β-amino esters have been obtained via DKR processes employing a kit of transaminases and isopropylamine as an amino donor in aqueous medium under mild conditions. Thus, while acyclic α-alkyl-β-keto esters afforded excellent conversions and enantioselectivities, although usually low diastereoselectivities, using more constrained cyclic β-keto esters high to excellent inductions were obtained.

  通过使用一套转氨酶和异丙胺作为氨基供体，在温和条件下的水相介质中，已获得几种α-烷基化β-氨基酯。这些非环状α-烷基-β-酮酯表现出优异的转化率和对映选择性，尽管通常具有较低的非对映选择性。然而，使用更受限的环状β-酮酯时，获得了高至优异的诱导效果。
• Cycloalkyl Substituted Pyrimidinediamine Compounds And Their Uses
  申请人：Li Hui

  公开号：US20070299060A1

  公开（公告）日：2007-12-27

  The present disclosure provides 2,4-pyrimidinediamine compounds having antiproliferative activity, compositions comprising the compounds and methods of using the compounds to inhibit cellular proliferation and to treat proliferate diseases such as tumorigenic cancers.

  本公开提供具有抗增殖活性的2,4-嘧啶二胺化合物，包含该化合物的组合物以及使用该化合物抑制细胞增殖和治疗增殖性疾病，如肿瘤性癌症的方法。
• 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.
• New type of cyclization of .alpha.,.beta.,.chi.,.psi.-unsaturated dioic acid esters through tandem conjugate additions by using lithium N-benzyl-N-(trimethylsilyl)amide as a nitrogen nucleophile
  作者：Tadao Uyehara、Naomi Shida、Yoshinori Yamamoto

  DOI：10.1021/jo00037a034

  日期：1992.5

  Treatment of dimethyl (2E,6E)-2,6-octadienedioate with lithium N-benzyl-N-(trimethylsilyl)amide (LSA) gave 5-exo-trig ring closure products, methyl 3-(N-benzylamino)-2-(methoxycarbonyl)cyclopentane-1-acetates, through tandem conjugate additions. The related 6-exo-trig cyclization proceeded stereoselectively to give ethyl c-3-(N-benzylamino)-t-2-(ethoxycarbonyl)cyclohexane-1-acetate. In contrast with the 5- and 6-exo-trig cyclization, no 7-exo-trig cyclization occurred. The 5-exo-trig cyclization products were converted into 2-(methoxycarbonyl)-2-cyclopentene-1-carboxylic acid methyl ester in an excellent yield. 5-exo-trig cyclization of the unsymmetrical dienedioate consisting of crotonate and (E)-2-methyl-2-butenoate units proceeded regioselectively through conjugate addition of LSA to the crotonate part. Similar regioselectively was observed in the case of 5-exo-trig cyclization of the dienedioate possessing crotonate and (E)-3-methyl-2-pentenoate units. Total syntheses of the physiologically active cyclopentane monoterpenes (+/-)-dihydronepetalactone and (+/-)-isohydronepetalactone has been accomplished by this cyclization strategy. In addition, it has been demonstrated that LSA is a more efficient nitrogen nucleophile than LDA to cyclize omega-halo-alpha,beta-unsaturated esters.
• US7511137B2
  申请人：——

  公开号：US7511137B2

  公开（公告）日：2009-03-31