N-(tert-butyloxycarbonyl)-trans-4-(methylthio)-L-proline | 876953-58-1

• 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: N-(tert-butyloxycarbonyl)-trans-4-(methylthio)-L-proline
• 英文别名: (4R)-1-Boc-4-methylthiol-L-proline；(2S,4R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-methylsulfanylpyrrolidine-2-carboxylic acid
• CAS: 876953-58-1
• 化学式: C₁₁H₁₉NO₄S
• 分子量: 261.342
• InChiKey: ZCHCMXYJFNBXJJ-SFYZADRCSA-N

物化性质

• 沸点：
  401.7±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(tert-butyloxycarbonyl)-trans-4-(methylthio)-L-proline 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 48.17h， 生成
  参考文献：
  名称：

  Chemotactic peptides: fMLF-OMe analogues incorporating proline–methionine chimeras as N-terminal residue

  摘要：

  The new fMLF analogues 1-4, incorporating chimeric S-proline-methionine residues (namely the homochiral cis-4(s)methylthio-(S)-proline (10) and the heterochiral trans-4(R)-methylthio-(S)-proline) (17) in place of the native S-methionine, have been prepared; their solution conformation and activity as agonists or antagonists of formylpeptide receptors have been studied. In addition to peptides 1-4, which maintain the Met gamma-thiomethyl-ether function, the analogues Boc-PLF-OMe (18) and For-PLF-OMe (19) devoid, as compared with 1-4, of position I side chain, have been synthesized and their activity examined. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.001
• 作为产物：
  描述：

  N-Boc-顺式-4-羟基-L-脯氨酸甲酯 在 sodium hydroxide 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.83h， 生成 N-(tert-butyloxycarbonyl)-trans-4-(methylthio)-L-proline
  参考文献：
  名称：

  Chemotactic peptides: fMLF-OMe analogues incorporating proline–methionine chimeras as N-terminal residue

  摘要：

  The new fMLF analogues 1-4, incorporating chimeric S-proline-methionine residues (namely the homochiral cis-4(s)methylthio-(S)-proline (10) and the heterochiral trans-4(R)-methylthio-(S)-proline) (17) in place of the native S-methionine, have been prepared; their solution conformation and activity as agonists or antagonists of formylpeptide receptors have been studied. In addition to peptides 1-4, which maintain the Met gamma-thiomethyl-ether function, the analogues Boc-PLF-OMe (18) and For-PLF-OMe (19) devoid, as compared with 1-4, of position I side chain, have been synthesized and their activity examined. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.001

文献信息

• [EN] NOVEL NITROGEN-CONTAINING HETEROCYCLIC COMPOUND<br/>[FR] NOUVEAU COMPOSÉ HÉTÉROCYCLIQUE CONTENANT DE L'AZOTE<br/>[JA] 新規含窒素複素環化合物
  申请人：MITSUBISHI TANABE PHARMA CORP

  公开号：WO2017170765A1

  公开（公告）日：2017-10-05

  本発明は、アルドステロン合成酵素の阻害活性を有し、アルドステロンが関与する各種疾患又は症状の予防、治療及び／又は予後改善に有用である、新規含窒素複素環化合物またはその薬理的に許容し得る塩、その製造方法、その使用、並びに前記化合物またはその薬理的に許容し得る塩を有効成分としてなる医薬組成物等を提供する。具体的には、本発明は、一般式（Ｉ）： 〔式中、記号は明細書に記載の意味を有する。〕 で示される化合物またはその薬理的に許容し得る塩、その製造方法、その使用、並びに前記化合物またはその薬理的に許容し得る塩を有効成分としてなる医薬組成物等を提供する。
• Chemotactic peptides: fMLF-OMe analogues incorporating proline–methionine chimeras as N-terminal residue
  作者：Adriano Mollica、Mario Paglialunga Paradisi、Katia Varani、Susanna Spisani、Gino Lucente

  DOI：10.1016/j.bmc.2005.11.001

  日期：2006.4

  The new fMLF analogues 1-4, incorporating chimeric S-proline-methionine residues (namely the homochiral cis-4(s)methylthio-(S)-proline (10) and the heterochiral trans-4(R)-methylthio-(S)-proline) (17) in place of the native S-methionine, have been prepared; their solution conformation and activity as agonists or antagonists of formylpeptide receptors have been studied. In addition to peptides 1-4, which maintain the Met gamma-thiomethyl-ether function, the analogues Boc-PLF-OMe (18) and For-PLF-OMe (19) devoid, as compared with 1-4, of position I side chain, have been synthesized and their activity examined. (c) 2005 Elsevier Ltd. All rights reserved.