2-氨基-2-氰基乙酸苄酯 | 59319-88-9

• 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
• 中文名称: 2-氨基-2-氰基乙酸苄酯
• 英文名称: benzyl α-amino-α-cyanoacetate
• 英文别名: benzyl-2-amino-2-cyanoacetate；amino-cyano-acetic acid benzyl ester；(+/-)-Aminomalonsaeure-benzylester-nitril；Amino-cyan-essigsaeure-benzylester；Benzyl α-Aminocyanoacetat；Benzyl 3-nitriloalaninate；benzyl 2-amino-2-cyanoacetate
• CAS: 59319-88-9
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: BIAHCDGTHBPHIW-UHFFFAOYSA-N

物化性质

• 沸点：
  320.8±32.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氨基-2-氰基乙酸苄酯 以 乙腈 为溶剂， 反应 19.83h， 生成 5-amino-1-(2',3'-O-isopropylidene-4'-hydroxymethylcyclopentyl)imidazole-4-benzyl carboxylate
  参考文献：
  名称：

  Enantiospecific Synthesis of Carbocyclic Aminoimidazole Carboxamide Ribonucleotide (C-AICAR), Succinoaminoimidazole Carboxamide Ribonucleotide (C-SAICAR), and a New Intermediate for SAICAR Analogs

  摘要：

  The (-)-enantiomer of the carbocyclic analogs of aminoimidazole carboxamide ribonucleotide (C-AlCAR(1), 7), and succinoaminoimidazole carboxamide ribonucleotide (C-SAlCAR, 14) have been prepared. En route, a new intermediate (19) for the preparation of SAlCAR analogs was developed.

  DOI：

  10.1080/15257779508010715
• 作为产物：
  描述：

  氰基乙酸苄酯 在 aluminum amalgam 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 3.33h， 生成 2-氨基-2-氰基乙酸苄酯
  参考文献：
  名称：

  Enantiospecific Synthesis of Carbocyclic Aminoimidazole Carboxamide Ribonucleotide (C-AICAR), Succinoaminoimidazole Carboxamide Ribonucleotide (C-SAICAR), and a New Intermediate for SAICAR Analogs

  摘要：

  The (-)-enantiomer of the carbocyclic analogs of aminoimidazole carboxamide ribonucleotide (C-AlCAR(1), 7), and succinoaminoimidazole carboxamide ribonucleotide (C-SAlCAR, 14) have been prepared. En route, a new intermediate (19) for the preparation of SAlCAR analogs was developed.

  DOI：

  10.1080/15257779508010715

文献信息

• SUBSTITUTED BIARYLS, PROCESS FOR THEIR MANUFACTURE AND USE THEREOF AS MEDICAMENTS
  申请人：Dahmann Georg

  公开号：US20080051578A1

  公开（公告）日：2008-02-28

  The present invention relates to compounds of general formula (I) wherein A, B, L, R 1 , R 2 , R 3a and R 3b are defined as in the specification, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties.

  本发明涉及一般式(I)的化合物，其中A、B、L、R1、R2、R3a和R3b如规范中定义，其互变异构体、对映体、非对映体、其混合物及其盐，特别是其与无机或有机酸或碱形成的生理上可接受的盐，具有有价值的性质。
• Cook et al., Journal of the Chemical Society, 1949, p. 3227,3229
  作者：Cook et al.

  DOI：——

  日期：——
• Pteridines. XXXVII. A total synthesis of L-erythro-biopterin and some related 6-(polyhydroxyalkyl)pterins
  作者：Edward C. Taylor、Peter A. Jacobi

  DOI：10.1021/ja00424a051

  日期：1976.4
• Cornforth, Chemistry of Penicillin
  作者：Cornforth

  DOI：——

  日期：——
• ——
  作者：D. W. Jones

  DOI：10.1023/a:1023200307429

  日期：——

  1-t-Butyl-5-N-(dimethylaminomethylene)aminoimidazole-4-carbonyl cyanide (BUNDAMIC) is the first acyl cyanide to be synthesized from an imidazole-4-carboxylic acid, diethylphosphorocyanidate, and triethylamine and its structure determined by x-ray crystallography. It crystallizes with four molecules in the monoclinic space group (C) under bar 2/(m) under bar with a = 17.824(2), b = 6.784(2), c = 11.039(2) Angstrom, and beta = 96.17(1)degrees; (R) under bar = 0.036 over 1086 unique x-ray reflections. The cyanocarbonyl group is nearly linear, C-C = N angle 174.4(3)degrees, with dimensions C = N, 1.137(3); C-C, 1.493(3); and C = O, 1.224(3) Angstrom. The imidazole ring, in the mirror plane, has a lengthened C4 = C5 bond of 1.421(3) Angstrom, and there is a short ring-closing approach, H ... O6 = 2.07 Angstrom, between the methyleneamino hydrogen and the carbonyl oxygen.