D-2-tert-butoxycarbonylamino-2-(3-nitrophenyl)-acetic acid | 54895-27-1

• 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: D-2-tert-butoxycarbonylamino-2-(3-nitrophenyl)-acetic acid
• 英文别名: 2-((tert-butoxycarbonyl)amino)-2-(3-nitrophenyl)acetic acid；N^α-Boc-m-nitro-D,L-phenylglycine；α-t-butoxycarbonylamino-m-nitrophenylacetic acid；alpha-t-Butoxycarbonylamino-m-nitrophenylacetic acid；2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(3-nitrophenyl)acetic acid
• CAS: 54895-27-1
• 化学式: C₁₃H₁₆N₂O₆
• 分子量: 296.28
• InChiKey: WBRGHOVFXZNGFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 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：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  D-2-tert-butoxycarbonylamino-2-(3-nitrophenyl)-acetic acid 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0~60.0 ℃ 、344.75 kPa 条件下， 反应 18.0h， 生成 methyl 2-(3-aminophenyl)-2-((tert-butoxycarbonyl)amino)acetate
  参考文献：
  名称：

  Novel Carboxaldehyde Mediated Synthetic Pathway for 5′-Amino Adenosine Analogues

  摘要：

  Modifications of the 5 '-position of adenosine have been prepared via a novel 5 '-carboxaldehyde synthon. The described methodology should prove useful for making related compounds in which amine-derived moieties off the 5 '-position of adenosine (or related nucleoside congeners) can be easily incorporated via reductive amination, especially for the incorporation of aromatic amines.

  DOI：

  10.1080/15257770.2014.1001074
• 作为产物：
  描述：

  L-苯甘氨酸 在 硫酸 、 硝酸 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 D-2-tert-butoxycarbonylamino-2-(3-nitrophenyl)-acetic acid
  参考文献：
  名称：

  Novel Carboxaldehyde Mediated Synthetic Pathway for 5′-Amino Adenosine Analogues

  摘要：

  Modifications of the 5 '-position of adenosine have been prepared via a novel 5 '-carboxaldehyde synthon. The described methodology should prove useful for making related compounds in which amine-derived moieties off the 5 '-position of adenosine (or related nucleoside congeners) can be easily incorporated via reductive amination, especially for the incorporation of aromatic amines.

  DOI：

  10.1080/15257770.2014.1001074

文献信息

• [EN] ARYL-PHENYL-SULFONAMIDE-PHENYLENE COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS ARYL-PHÉNYL-SULFONAMINO-PHÉNYLÈNE ET LEURS UTILISATIONS
  申请人：PIMCO 2664 LTD

  公开号：WO2010032010A1

  公开（公告）日：2010-03-25

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain aryl-phenyl-sulfonamido-phenylene compounds of the following formula (I) (collectively referred to herein as "APSAP compounds"). The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, in treatment, for example, of inflammation and/or joint destruction and/or bone loss; of disorders mediated by excessive and/or inappropriate and/or prolonged activation of the immune system; of inflammatory and autoimmune disorders, for example, rheumatoid arthritis, psoriasis, psoriatic arthritis, chronic obstructive pulmonary disease (COPD), atherosclerosis, inflammatory bowel disease, ankylosing spondylitis, and the like; of disorders associated with bone loss, such as bone loss associated with excessive osteoclast activity in rheumatoid arthritis, osteoporosis, cancer-associated bone disease, Paget's disease and the like, etc.; and of cancer, such as a haematological malignancy, a solid tumour, etc.

  本发明通常涉及治疗化合物领域，更具体地涉及以下式(I)的某些芳基苯磺酰胺基苯基化合物（以下统称为“APSAP化合物”）。本发明还涉及包含这些化合物的药物组合物，以及这些化合物和组合物在体内外的使用，例如用于治疗炎症和/或关节破坏和/或骨质流失；过度和/或不适当和/或持续激活免疫系统的疾病；炎症性和自身免疫性疾病，例如类风湿关节炎、牛皮癣、银屑病性关节炎、慢性阻塞性肺病（COPD）、动脉粥样硬化、炎症性肠病、强直性脊柱炎等；与骨质流失相关的疾病，例如类风湿性关节炎中与过度破骨细胞活性相关的骨质流失、骨质疏松症、癌症相关骨病、帕吉特病等；以及癌症，如血液系统恶性肿瘤、实体肿瘤等。
• .alpha.-amino-.alpha.-(ureidophenyl)acetamidocephalosporins
  申请人：SmithKline Corporation

  公开号：US04007173A1

  公开（公告）日：1977-02-08

  Cephalosporins with a .alpha.-amino-(ureidophenyl)acetamido substituent at position 7 are prepared by acylation of a 7-aminocephalosporin with a derivative of .alpha.-amino-p(or m)-ureidophenylacetic acid. These compounds are antibacterial agents.

  在位置7处带有α-氨基-(尿苷酰基苯基)乙酰胺取代基的头孢菌素是通过用α-氨基-p（或m）-尿苷酸苯乙酸衍生物对7-氨基头孢菌素进行酰基化制备的。这些化合物是抗菌药物。
• Pharmaceutical compositions of
  申请人：SmithKline Corporation

  公开号：US04067978A1

  公开（公告）日：1978-01-10

  Cephalosporins with a .alpha.-amino-(ureidophenyl)acetamido substituent at position 7 are prepared by acylation of a 7-aminocephalosporin with a derivative of .alpha.-amino-p(or m)-ureidophenylacetic acid. These compounds are antibacterial agents.

  在第7位具有.alpha.-氨基-(脲基苯基)乙酰氨基取代基的头孢菌素，通过使用.alpha.-氨基-p（或m）-脲基苯乙酸的衍生物对7-氨基头孢菌素进行酰化反应制备而成。这些化合物是抗菌剂。
• Alpha-amino-alpha-(ureidophenyl)acetamidocephalosporins and their
  申请人：SmithKline Corporation

  公开号：US04067976A1

  公开（公告）日：1978-01-10

  Cephalosporins with a .alpha.-amino-(ureidophenyl)acetamido substituent at position 7 are prepared by acylation of a 7-aminocephalosporin with a derivative of .alpha.-amino-p(or m)-ureidophenylacetic acid. These compounds are antibacterial agents.

  在第7位上带有.alpha.-氨基-(尿苯)乙酰胺基取代基的头孢菌素是通过用.alpha.-氨基-p（或m）-尿苯乙酸衍生物对7-氨基头孢菌素进行酰化制备的。这些化合物是抗菌剂。
• .alpha.-AMINO-.alpha.-(UREIDOPHENYL)ACETAMIDOCEPHALOSPORINS AND THEIR
  申请人：SmithKline Corporation

  公开号：US04067977A1

  公开（公告）日：1978-01-10

  Cephalosporins with a .alpha.-amino-(ureidophenyl)acetamido substituent at position 7 are prepared by acylation of a 7-aminocephalosporin with a derivative of .alpha.-amino-p(or m)-ureidophenylacetic acid. These compounds are antibacterial agents.

  在第7位具有.alpha.-氨基-(尿素苯基)乙酰氨基取代基的头孢菌素，是通过用.alpha.-氨基-p（或m）-尿素苯乙酸衍生物对7-氨基头孢菌素进行酰化制备的。这些化合物是抗菌剂。