N-benzyloxycarbonyl-3-methyl-D,L-aspartic acid | 100568-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyloxycarbonyl-3-methyl-D,L-aspartic acid
• 英文别名: (3S)-2-methyl-3-(phenylmethoxycarbonylamino)butanedioic acid
• CAS: 100568-87-4
• 化学式: C₁₃H₁₅NO₆
• 分子量: 281.265
• InChiKey: BVLQSKYXABJJAC-HTLJXXAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-benzyloxycarbonyl-3-methyl-D,L-aspartic acid 在 盐酸 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 生成 (2S,3R)-3-methylaspartic acid
  参考文献：
  名称：

  Kinetics and mechanism of syn-elimination of ammonia from (2S,3R)-3-methylaspartic acid by methylaspartase

  摘要：

  甲基天冬氨酸酶催化天然底物(2S,3S)-3-甲基天冬氨酸的(2S,3R)-[L-赤式]-非对映异构体中的氨缓慢地同步消除，生成中天冬氨酸；该反应不涉及 C-3 二聚化后的正常反消除，排除了碳离子中间体的可能性，但显示出与 C-H 键和 C-N 键协同裂解一致的大一级氘同位素效应。

  DOI：

  10.1039/c39930000140
• 作为产物：
  描述：

  中康酸 在 potassium carbonate 作用下， 以 水 为溶剂， 生成 N-benzyloxycarbonyl-3-methyl-D,L-aspartic acid
  参考文献：
  名称：

  Kinetics and mechanism of syn-elimination of ammonia from (2S,3R)-3-methylaspartic acid by methylaspartase

  摘要：

  甲基天冬氨酸酶催化天然底物(2S,3S)-3-甲基天冬氨酸的(2S,3R)-[L-赤式]-非对映异构体中的氨缓慢地同步消除，生成中天冬氨酸；该反应不涉及 C-3 二聚化后的正常反消除，排除了碳离子中间体的可能性，但显示出与 C-H 键和 C-N 键协同裂解一致的大一级氘同位素效应。

  DOI：

  10.1039/c39930000140

文献信息

• NMDA antagonists
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US05095009A1

  公开（公告）日：1992-03-10

  The present invention is directed to a new class of 4-(oxoalkyl)phosphono, 4(oxime alkyl)phosphono, or 4-(hydrazine alkyl)phosphono, 2-piperazine carboxylic derivatives that are useful as NMDA antagonists

  本发明涉及一种新的类4-(氧代烷基)磷酸酯、4(肟烷基)磷酸酯或4-(肼烷基)磷酸酯、2-哌嗪羧酸衍生物，其作为NMDA受体拮抗剂有用。
• Branched amides of L-aspartyl-D-amino acid dipeptides and compositions thereof
  申请人：PFIZER INC.

  公开号：EP0034876A2

  公开（公告）日：1981-09-02

  Amides of L-aspartyl-D-amino acid dipeptides of the formula and physiologically acceptable cationic and acid addition salts thereof wherein Ra is methyl, ethyl, n-propyl or isopropyl and R is a branched aliphatic, alicyclic or heterocyclic member which is branched at the alpha carbon atom (the carbon atom bearing the amide nitrogen atom) and also branched again at one or both of the beta carbon atoms, are potent sweeteners which are free from undesirable flavour qualities and of high stability in conventional food processing. Sweetening compositions and sweetened edible compositions of such amides are also claimed

  式中 L-天冬氨酰-D-氨基酸二肽的酰胺类 及其生理上可接受的阳离子盐和酸加成盐，其中 Ra 为甲基、乙基、正丙基或异丙基，R 为支链脂环族、脂环族或杂环族成员，该成员在 α 碳原子（含酰胺氮原子的碳原子）上有支链，在一个或两个β碳原子上也有支链。这种酰胺的甜味组合物和甜味可食用组合物也已申请专利。
• Novel aminoglycoside compounds and their acid addition salts and process for production thereof
  申请人：KOWA COMPANY, LTD.

  公开号：EP0134563A1

  公开（公告）日：1985-03-20

  An aminoglycoside compound represented by the following formula (1) wherein R, and R2 are different from each other and each represents a hydrogen atom or a methyl group, R3 represents a hydrogen atom, a hydroxyl group or a methoxy group, A represents a residue of a C2-C11 amino acid or a residue of a dipeptide composed of two said amino acids which are identical or different, and n represents 1 or 2; and its acid addition salt: and a process for the production thereof.

  一种氨基糖苷化合物，由下式（1）表示 其中R和R2互不相同，各自代表氢原子或甲基，R3代表氢原子、羟基或甲氧基，A代表C2-C11氨基酸的残基或由两个相同或不同的上述氨基酸组成的二肽的残基，n代表1或2；及其酸加成盐：以及其生产工艺。
• 2-Piperazinone compounds and their use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0643072A1

  公开（公告）日：1995-03-15

  Compounds of the formula [wherein A represents amidino group or an optionally substituted aminoethyl; R¹⁰ represents one species selected from a group consisting of nitro group, a halogen atom, a lower alkenyl group, a lower alkynyl group, a lower alkyloxycarbonyl group and a group represented by the formula OR¹¹ (wherein R¹¹ is hydrogen atom or a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a lower alkanoyl group, a carbamoyl group or a methanesulfonyl group, each of which may be substituted; R¹² and R¹³ respectively represent hydrogen atom, hydroxyl group, a lower alkoxy group or a halogen atom; X represents hydroxyl group, p-hydroxyphenyl group or an optionally esterified or amidated carboxyl group; Y represents an optionally esterified or amidated carboxyl group; and n denotes 1 or 2], or a salt thereof and agent for inhibiting adhesion of cells, which comprise said compound, and these have more potent and long lasting activities of inhibiting cell-adhesion, thus being useful as an orally administrable anti-thrombotic agent.

  式中的化合物 [其中 A 代表脒基或任选取代的氨基乙基；R¹⁰ 代表一种选自硝基、卤素原子、低级烯基、低级炔基、低级烷氧羰基和式 OR¹¹ 所代表的基团（其中 R¹¹ 为氢原子或低级烷基、低级烯基、低级炔基、低级烷酰基、氨基甲酰基或甲磺酰基，每个基团均可被取代；R¹² 和 R¹³ 分别代表氢原子、羟基、低级烷氧基或卤原子；X 代表羟基、对羟基苯基或任选酯化或酰胺化的羧基；Y 代表任选酯化或酰胺化的羧基；和 n 表示 1 或 2]，或其盐和抑制细胞粘附的制剂，其中包括所述化合物，这些化合物具有更强和更持久的抑制细胞粘附的活性，因此可用作口服抗血栓形成剂。
• Lactol derivatives as inhibiters of cathepsin L
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0641800A1

  公开（公告）日：1995-03-08

  The present invention provides novel compound of the formulas (Ia) or (I): wherein Q is one or two amino acid residues which may be substituted; R³ is a carboxyl group which may be esterified or an acyl group; A is an alkylene group; B is hydrogen or an alkyl group which may be substituted or an acyl group; or a salt thereof; wherein R¹ and R² may be the same or different and each is hydrogen or a hydrocarbon residue which may be substituted; R³, A and B have the same definitions as those shown above; m and n each is 0 or 1; provided that where both m and n are both equal to 0, R³ is a carboxyl group which may be esterified or an acyl group having not less than 7 carbon atoms; or a salt thereof. The compound (Ia) or (I) shows cathepsin L inhibitory and bone resorption inhibitory activities and are useful as a prophylactic/therapeutic agent for osteoporosis.

  本发明提供了式 (Ia) 或 (I) 的新型化合物： 其中 Q 是一个或两个可被取代的氨基酸残基；R³ 是可被酯化的羧基或酰基；A 是亚烷基；B 是氢或可被取代的烷基或酰基；或其盐； 其中R¹和R²可以相同或不同，且各自为氢或可被取代的烃残基；R³、A和B的定义与上表所示相同；m和n各自为0或1；但当m和n均等于0时，R³为可酯化的羧基或具有不少于7个碳原子的酰基；或其盐。 化合物（Ia）或（I）具有抑制 cathepsin L 和抑制骨吸收的活性，可用作骨质疏松症的预防/治疗剂。