N-(4-methoxybenzoyl)proline | 62522-92-3

• 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-(4-methoxybenzoyl)proline
• 英文别名: 1-(4-methoxybenzoyl)pyrrolidine-2-carboxylic Acid
• CAS: 62522-92-3
• 化学式: C₁₃H₁₅NO₄
• mdl: MFCD00441408
• 分子量: 249.266
• InChiKey: XWAWBHSLAXRYRN-UHFFFAOYSA-N

物化性质

• 沸点：
  477.6±40.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  N-(4-methoxybenzoyl)proline 以82%的产率得到
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Nitrogen-containing heterocyclic compound and use thereof
  申请人：Ikeura Yoshinori

  公开号：US20090156572A1

  公开（公告）日：2009-06-18

  The present invention relates to a compound represented by the formula wherein ring A is a nitrogen-containing heterocycle optionally further having substituent(s), ring B is an aromatic ring optionally having substituent(s), ring C is a cyclic group optionally having substituent(s), R 1 is a hydrogen atom, a hydrocarbon group optionally having substituent(s), an acyl group, a heterocyclic group optionally having substituent(s) or an amino group optionally having substituent(s), R 2 is an optionally halogenated C 1-6 alkyl group, m and n are each an integer of 0 to 5, m+n is an integer of 2 to 5, and is a single bond or a double bond, or a salt thereof and the like. Since the compound has a superior tachykinin receptor antagonistic action, and is useful as an agent for the prophylaxis or treatment of various diseases such as lower urinary tract diseases, gastrointestinal diseases, central nervous system diseases and the like.

  本发明涉及一种由下式表示的化合物：其中环A是含氮杂环，可选择地进一步具有取代基，环B是芳香环，可选择地具有取代基，环C是环状基团，可选择地具有取代基，R1是氢原子，一个碳氢基团，可选择地具有取代基，酰基，一个杂环基团，可选择地具有取代基或一个氨基团，可选择地具有取代基，R2是可选择卤代的C1-6烷基基团，m和n分别是0到5的整数，m+n是2到5的整数，是单键或双键，或其盐等。由于该化合物具有优越的催吐肽受体拮抗作用，可用作预防或治疗多种疾病的药物，如下尿道疾病、胃肠道疾病、中枢神经系统疾病等。
• Convenient Synthesis of .ALPHA.-Trifluoromethylated Acyloins from .ALPHA.-Hydroxy or .ALPHA.-Amino Acids.
  作者：Masami KAWASE、Setsuo SAITO、Teruo KURIHARA

  DOI：10.1248/cpb.48.1338

  日期：——

  acyloins (2 and 6) have been prepared from alpha-hydroxy acids (1), N-acylprolines (5) or N-acyl-N-alkyl alpha-amino acids (8) by novel transformation reactions with trifluoroacetic anhydride (TFAA) in the presence of pyridine. The former reaction of 1 could proceed through mesoionic 1,3-dioxolium-4-olates, whereas the latter two reactions of alpha-amino acids (5 and 8) could involve mesoionic 1,3-oxazolium-5-olates

  α-三氟甲基化酰基辅酶（2和6）是由α-羟基酸（1），N-酰基脯氨酸（5）或N-酰基-N-烷基α-氨基酸（8）与三氟乙酸酐（ TFAA）在吡啶存在下。前者1的反应可以通过1,3-二氧恶唑鎓4-olates进行，而后两个α-氨基酸（5和8）的反应可能涉及1,3-二恶唑鎓5-olates。1与TFAA的反应在实际应用中显示出更大的潜力，这是因为起始材料易于使用且易于操作。
• Unusual reactions of secondary amino acids with trifluoroacetic anhydride: A novel access to α-trifluoromethylated acyloins
  作者：Masami Kawase

  DOI：10.1016/0040-4039(94)88187-1

  日期：1994.1

  A new fragmentation reaction of secondary α-amino acids with trifluoroacetic anhydride under Dakin-West reaction conditions proceeds through oxazolium salt intermediates followed by ring cleavage to form α-trifluoromethylated acyloins in good yields.

  在Dakin-West反应条件下，仲α-氨基酸与三氟乙酸酐的新断裂反应通过恶唑鎓盐中间体进行，然后进行环裂解，以高收率形成α-三氟甲基化酰基辅酶。
• Unexpected product from the Dakin-West reaction of N-acylprolines using trifluoroacetic anhydride: A novel access to 5-trifluoromethyloxazoles
  作者：Masami Kawase、Hiroshi Miyamae、Mariko Narita、Teruo Kurihara

  DOI：10.1016/0040-4039(93)89032-l

  日期：1993.1

  The base-catalyzed reaction of N-acylprolines with trifluoroacetic anhydride proceeds through mesoionic 1,3-oxazolium-5-olates followed by the pyrrolidine ring cleavage to afford the 5-trifluoromethyloxazoles in good yields.

  N-酰基脯氨酸与三氟乙酸酐的碱催化反应通过介电的1,3-恶唑鎓-5-油酸酯进行，然后进行吡咯烷环裂解，以高收率得到5-三氟甲基恶唑。
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