N-(tert-butoxycarbonylmethyl)benzamidine hydrochloride | 331985-92-3

• 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: N-(tert-butoxycarbonylmethyl)benzamidine hydrochloride
• 英文别名: N-(tert-Butoxycarbonylmethyl)phenylamidine hydrochloride；Tert-butyl 2-[[amino(phenyl)methylidene]amino]acetate;hydrochloride
• CAS: 331985-92-3
• 化学式: C₁₃H₁₈N₂O₂*ClH
• 分子量: 270.759
• InChiKey: XSSKBTSHNQNUJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  18
• 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：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(tert-butoxycarbonylmethyl)benzamidine hydrochloride 在 sodium carbonate 、 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

文献信息

• Production method of pyrimidine derivative, intermediate therefor
  申请人：Ajinomoto Co., Inc.

  公开号：EP1529778A1

  公开（公告）日：2005-05-11

  The present invention relates to a production method of compound (XV), which includes hydrolysis of compound (I) to give compound (II), then reaction with reagent (III) to give compound (IV), then reaction with compound (V) to give compound (VI), then condensation with compound (XII) to give compound (XI), and preferably deprotection by an enzyme reaction. This method is an advantageous production method of a pyrimidine derivative and a synthetic intermediate useful as an enzyme inhibitor. wherein P is an alkyl group and the like, M is sodium and the like, R1 and R2 are each an alkyl group and the like, R3 is an alkyl group optionally having substituent(s) and the like, X is a halogen atom and the like, R5 is an alkyl group optionally having substituent(s) and the like, R6 is a hydrogen atom and the like, R7 is an aralkyl group optionally having substituent(s) and the like, and Y is a heteroaryl group optionally having substituents and the like.

  本发明涉及一种化合物（XV）的生产方法，包括将化合物（I）水解得到化合物（II），然后与试剂（III）反应得到化合物（IV），然后与化合物（V）反应得到化合物（VI），然后与化合物（XII）缩合得到化合物（XI），最好通过酶反应脱保护。该方法是一种有利的嘧啶衍生物和合成中间体的生产方法，可用作酶抑制剂。其中P是烷基等，M是钠等，R1和R2分别是烷基等，R3是可选地具有取代基的烷基等，X是卤素原子等，R5是可选地具有取代基的烷基等，R6是氢原子等，R7是可选地具有取代基的芳基烷基等，Y是可选地具有取代基的杂环芳基等。
• Process for preparing pyrimidine compound
  申请人：Takahashi Daisuke

  公开号：US20050165234A1

  公开（公告）日：2005-07-28

  Azlactone Compound (2) is reacted with Amidine Compound (3) to give Pyrimidine Compound (1) which is useful as an intermediate for the production of enzyme inhibitors (e.g., elastase inhibitor, chymase inhibitor etc.): wherein each symbol is as defined in the specification.

  Azlactone化合物(2)与Amidine化合物(3)反应，得到嘧啶化合物(1)，该化合物可用作生产酶抑制剂（例如弹性蛋白酶抑制剂，胰蛋白酶抑制剂等）的中间体：其中每个符号如规范所定义。
• Process for the preparation of pyrimidine derivative, intermediate therefor and process for the preparation thereof
  申请人：Takahashi Daisuke

  公开号：US20050176966A1

  公开（公告）日：2005-08-11

  The present invention relates to a process for the preparation of compound (XV), which includes hydrolysis of compound (I) to give compound (II), then reaction with reagent (III) to give compound (IV), then reaction with compound (V) to give compound (VI), then condensation with compound (XII) to give compound (XI), and preferably deprotection by an enzyme reaction. This method is useful for the preparation of a pyrimidine derivative and a synthetic intermediate, which is useful as an enzyme inhibitor.

  本发明涉及一种制备化合物（XV）的方法，包括将化合物（I）水解得到化合物（II），然后与试剂（III）反应得到化合物（IV），然后与化合物（V）反应得到化合物（VI），然后与化合物（XII）缩合得到化合物（XI），并最好通过酶反应去保护基。该方法对于制备嘧啶衍生物和合成中间体非常有用，该中间体可用作酶抑制剂。
• 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。
• PROCESS FOR PRODUCING PYRIMIDINE COMPOUND
  申请人：Ajinomoto Co., Inc.

  公开号：EP1553090A1

  公开（公告）日：2005-07-13

  Azlactone Compound (2) is reacted with Amidine Compound (3) to give Pyrimidine Compound (1) useful as an intermediate for enzyme inhibitors (e.g., elastase inhibitor, chymase inhibitor etc.): Pyrimidine Compound (1) Azlactone Compound (2) Amidine Compound (3) wherein each symbol is as defined in the specification.

  氮内酯化合物（2）与脒化合物（3）反应生成嘧啶化合物（1），可用作酶抑制剂 （如弹性蛋白酶抑制剂、糜蛋白酶抑制剂等）的中间体： 嘧啶化合物(1) 阿兹内酯化合物(2) 脒化合物(3) 其中各符号如说明书中所定义。