5-amino-2-benzyl-thiazole-4-carboxylic acid ethyl ester | 169513-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-2-benzyl-thiazole-4-carboxylic acid ethyl ester
• 英文别名: 5-Amino-2-benzyl-thiazol-4-carbonsaeure-aethylester；Ethyl 5-amino-2-benzyl-1,3-thiazole-4-carboxylate；ethyl 5-amino-2-benzyl-1,3-thiazole-4-carboxylate
• CAS: 169513-96-6
• 化学式: C₁₃H₁₄N₂O₂S
• 分子量: 262.332
• InChiKey: GTFHQYILVQFBAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-amino-2-benzyl-thiazole-4-carboxylic acid ethyl ester 在 亚硝酸正戊酯 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到ethyl 2-benzyl-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Novel Analogues of Tiazofurin by Lawesson Reagent Effected Cyclization

  摘要：

  2-Benzylthiazole-4-carboxamide 4 and 5-(beta-D-ribofuranosylamino) thiazole-4-carboxamide 10 were synthesized from phenylacetylamino- and formylamino cyanoacetic acid esters 1a and 1b,respectively. The ribosylation reaction leading to 10 gave rise also to its alpha anomer as a minor product.

  DOI：

  10.1080/15257779508012370
• 作为产物：
  描述：

  N-(1-cyano-2-ethylperoxyethyl)-2-phenylacetamide 在 劳森试剂 作用下， 以 苯 为溶剂， 以30%的产率得到5-amino-2-benzyl-thiazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Novel Analogues of Tiazofurin by Lawesson Reagent Effected Cyclization

  摘要：

  2-Benzylthiazole-4-carboxamide 4 and 5-(beta-D-ribofuranosylamino) thiazole-4-carboxamide 10 were synthesized from phenylacetylamino- and formylamino cyanoacetic acid esters 1a and 1b,respectively. The ribosylation reaction leading to 10 gave rise also to its alpha anomer as a minor product.

  DOI：

  10.1080/15257779508012370

文献信息

• Cornforth, Chemistry of Penicillin
  作者：Cornforth

  DOI：——

  日期：——
• Cook et al., Journal of the Chemical Society, 1949, p. 1074,1076
  作者：Cook et al.

  DOI：——

  日期：——
• Cook et al., Journal of the Chemical Society, 1947, p. 1598,1607
  作者：Cook et al.

  DOI：——

  日期：——
• 319. Studies in the azole series. Part II. The interaction of α-amino-nitriles and carbon disulphide
  作者：A. H. Cook、Ian Heilbron、A. L. Levy

  DOI：10.1039/jr9470001598

  日期：——
• Novel Analogues of Tiazofurin by Lawesson Reagent Effected Cyclization
  作者：Bozenna Golankiewicz、Piotr Januszczyk

  DOI：10.1080/15257779508012370

  日期：1995.5.1

  2-Benzylthiazole-4-carboxamide 4 and 5-(beta-D-ribofuranosylamino) thiazole-4-carboxamide 10 were synthesized from phenylacetylamino- and formylamino cyanoacetic acid esters 1a and 1b,respectively. The ribosylation reaction leading to 10 gave rise also to its alpha anomer as a minor product.