Tert-butyl 2-[[amino(phenyl)methylidene]amino]acetate | 777047-83-3

• 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: Tert-butyl 2-[[amino(phenyl)methylidene]amino]acetate
• CAS: 777047-83-3
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: HHMNORFSASGHTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  317.4±44.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-[[amino(phenyl)methylidene]amino]acetate 在 sodium hydroxide 作用下， 以 甲醇 、 水 、 甲苯 、 乙腈 为溶剂， 反应 17.0h， 生成 5-氨基-6-氧代-2-苯基-1(6h)-嘧啶乙酸
  参考文献：
  名称：

  Syntheses of 5-Amino-2-phenyl-4(3H)-pyrimidinone Derivatives Starting with Glycine

  摘要：

  N-Cbz derivative of 5-amino-2-phenyl-4(3H)-pyrimidinone was prepared from sodium salt of methyl hydroxymethylene glycinate and benzamidine hydrochloride in good yield. However, the reaction with N-substituted benzamidine did not proceed to give the desired pyrimidinone. In contrast, the reaction of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone readily prepared from hippuric acid and N-substituted benzamidine proceeded nicely to give 5-(benzoylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid in high yield.

  DOI：

  10.3987/com-12-12432
• 作为产物：
  描述：

  N-(tert-butoxycarbonylmethyl)benzamidine hydrochloride 在 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 生成 Tert-butyl 2-[[amino(phenyl)methylidene]amino]acetate
  参考文献：
  名称：

  Syntheses of 5-Amino-2-phenyl-4(3H)-pyrimidinone Derivatives Starting with Glycine

  摘要：

  N-Cbz derivative of 5-amino-2-phenyl-4(3H)-pyrimidinone was prepared from sodium salt of methyl hydroxymethylene glycinate and benzamidine hydrochloride in good yield. However, the reaction with N-substituted benzamidine did not proceed to give the desired pyrimidinone. In contrast, the reaction of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone readily prepared from hippuric acid and N-substituted benzamidine proceeded nicely to give 5-(benzoylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid in high yield.

  DOI：

  10.3987/com-12-12432

文献信息

• PYRIMIDINE DERIVATIVES, PROCESS FOR PREPARING THE DERIVATIVES AND DRUGS CONTAINING THE SAME AS THE ACTIVE INGREDIENT
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP1219608A1

  公开（公告）日：2002-07-03

  A pyrimidine compound of formula (I), wherein R1 is H, F; R2 is -CH(OR3)2, t-butoxycarbonyl, -CH=CH2, furan-2-yl, -CHO, -COOH or a group of formula (II); R3 is methyl or ethyl; R4 is methyl, isopropyl, n-butyl, t-butyl, phenyl, 1-methylcyclopropyl, benzyl, 3-methylbenzyl, 3-trifluoromethylbenzyl, 3,4-methylenedioxybenzyl, α,α-dimethylbenzyl, α,α-dimetyl-3-methylbenzyl, α,α-dimetyl-3-trifluoromethylbenzyl or α,α-dimetyl-3,4-methylenedioxybenzyl; or a non-toxic salt thereof. A pyrimidine compound of formula (I) or a non-toxic salt thereof is useful as an important intermediate of pharmaceutical compound and/or a pharmaceutical, especially elastase inhibitor.

  式(I)的嘧啶化合物，其中 R1 是 H、F；R2 是-CH(OR3)2、叔丁氧基羰基、-CH=CH2、呋喃-2-基、-CHO、-COOH 或式(II)的基团；R3 是甲基或乙基；R4 是甲基、异丙基、正丁基、叔丁基、苯基、1-甲基环丙基、苄基、3-甲基苄基、3-三氟甲基苄基、3,4-亚甲二氧基苄基、α,α-二甲基苄基、α,α-二甲基-3-甲基苄基、α,α-二甲基-3-三氟甲基苄基或 α,α-二甲基-3,4-亚甲二氧基苄基；或其无毒盐。 式（I）的嘧啶化合物或其无毒盐可作为药物化合物和/或药物，特别是弹性蛋白酶抑制剂的重要中间体。
• Syntheses of 5-Amino-2-phenyl-4(3H)-pyrimidinone Derivatives Starting with Glycine
  作者：Daisuke Takahashi、Kunisuke Izawa、Yutaka Honda

  DOI：10.3987/com-12-12432

  日期：——

  N-Cbz derivative of 5-amino-2-phenyl-4(3H)-pyrimidinone was prepared from sodium salt of methyl hydroxymethylene glycinate and benzamidine hydrochloride in good yield. However, the reaction with N-substituted benzamidine did not proceed to give the desired pyrimidinone. In contrast, the reaction of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone readily prepared from hippuric acid and N-substituted benzamidine proceeded nicely to give 5-(benzoylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid in high yield.