(S)-2-formamidopentanal | 1257874-83-1

• 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: (S)-2-formamidopentanal
• 英文别名: N-[(2S)-1-oxopentan-2-yl]formamide
• CAS: 1257874-83-1
• 化学式: C₆H₁₁NO₂
• 分子量: 129.159
• InChiKey: XGPWJYIVQOZZQT-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-(+)-2-氨基-1-戊醇 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 49.0h， 生成 (S)-2-formamidopentanal
  参考文献：
  名称：

  [EN] A PROCESS FOR THE PREPARATION OF SUBSTITUTED PROLYL PEPTIDES AND SIMILAR PEPTIDOMIMETICS
  [FR] PROCÉDÉ DE PRÉPARATION DE PROLYL-PEPTIDES SUBSTITUÉS ET PEPTIDOMIMÉTIQUES SEMBLABLES

  摘要：

  本发明涉及一种用于立体选择性制备具有一般式（I）或其相应的对映异构体的化合物的方法：包括将具有一般式（II）或其对映异构体的化合物与具有一般式III的化合物：R3-COOH和具有一般式IV的化合物：R4-NC反应，其中R1分别或共同表示取代或未取代的烷基、烯基、炔基、芳香或非芳香、单环、双环或三环、或杂环结构，R2表示氢原子、取代或未取代的烷基、烯基、炔基、芳香或非芳香、单环、双环或三环、或杂环结构，R3表示取代或未取代的烷基、烯基、或炔基，或芳香或非芳香芳香或非芳香、单环、双环或三环、或杂环结构。

  公开号：

  WO2011103932A1

文献信息

• A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions
  作者：Anass Znabet、Marloes M. Polak、Elwin Janssen、Frans J. J. de Kanter、Nicholas J. Turner、Romano V. A. Orru、Eelco Ruijter

  DOI：10.1039/c0cc02823a

  日期：——

  short and efficient synthesis of the important drug candidate telaprevir, featuring a biocatalytic desymmetrization and two multicomponent reactions as the key steps, is presented. The classical issue of lack of stereoselectivity in Ugi- and Passerini-type reactions is circumvented. The atom economic and convergent nature of the synthetic strategy require only very limited use of protective groups

  介绍了重要候选药物 telaprevir 的非常短而有效的合成，其特征是生物催化去对称化和两个多组分反应作为关键步骤。Ugi 和 Passerini 型反应中缺乏立体选择性的经典问题被规避了。合成策略的原子经济性和收敛性只需要非常有限地使用保护基团。
• PROCESS FOR THE PREPARATION OF SUBSTITUTED PROLYL PEPTIDES AND SIMILAR PEPTIDOMIMETICS
  申请人：Ruijter Eelco

  公开号：US20120329704A1

  公开（公告）日：2012-12-27

  The present invention relates to a process for the stereoselective preparation of a compound having the general formula (I) or its respective diastereomers: comprising reacting a compound having the general formula (II) or its diastereomers: with a compound of the general formula III: R 3 —COOH and a compound of the general formula IV: R 4 —NC wherein R 1 represents each independently, or jointly a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R 2 represents a hydrogen atom, a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R 3 represents a substituted or unsubstituted alkyl, alkenyl, or alkynyl, or an aromatic or non-aromatic aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure. R 3 —COOH  (III) R 4 —NC  (IV)

  本发明涉及一种立体选择性制备具有一般式（I）或其相应的对映异构体的化合物的方法，包括将具有一般式（II）或其对映异构体的化合物与一般式III的化合物：R3-COOH和一般式IV的化合物反应：R4-NC，其中R1分别代表取代或未取代的烷基，烯基，炔基，芳香族或非芳香族，单，双或三环或杂环结构，R2代表氢原子，取代或未取代的烷基，烯基，炔基，芳香族或非芳香族，单，双或三环或杂环结构，R3代表取代或未取代的烷基，烯基或炔基，或芳香族或非芳香族的芳香族或非芳香族，单，双或三环或杂环结构。R3-COOH（III）R4-NC（IV）。
• PROCESS FOR THE PREPARATION OF alpha-ACYLOXY beta-FORMAMIDO AMIDES
  申请人：Ruijter Eelco

  公开号：US20120330015A1

  公开（公告）日：2012-12-27

  The present invention relates to a process for the preparation of a compound of the general Formula (I), comprising: a) reacting a compound of the general Formula (II) with a compound of the Formula III R 2 COOH and a compound of the general Formula IV R 3 NC under such conditions that compound I is formed, wherein R 1 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R 2 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R 3 represents a substituted or unsubstituted alkyl, alkenyl, or alkynyl structure. In further aspect the subject invention relates to the use of the obtained products as intermediates for various peptidomimetics, and preferably as a building block in a convergent synthesis of prolyl dipeptide structures.
• PROCESS FOR THE PREPARATION OF ALPHA-ACYLOXY BETA-FORMAMIDO AMIDES
  申请人：RUIJTER Eelco

  公开号：US20140213788A1

  公开（公告）日：2014-07-31

  The present invention relates to a process for the preparation of a compound of the general Formula (I), comprising: a) reacting a compound of the general Formula (II) with a compound of the Formula III R 2 COOH and a compound of the general Formula IV R 3 NC under such conditions that compound I is formed, wherein R 1 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R 2 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R 3 represents a substituted or unsubstituted alkyl, alkenyl, or alkynyl structure. In further aspect the subject invention relates to the use of the the obtained products as intermediates for various peptidomimetics, and preferably as a building block in a convergent synthesis of prolyl dipeptide structures.
• [EN] MACROCYCLIC COMPOUNDS FOR INHIBITION OF TUMOR NECROSIS FACTOR ALPHA<br/>[FR] COMPOSÉS DESTINÉS À L'INHIBITION DU FACTEUR DE NÉCROSE TUMORALE ALPHA
  申请人：ENSEMBLE DISCOVERY CORP

  公开号：WO2010022249A2

  公开（公告）日：2010-02-25

  The invention provides macrocyclic compounds and methods for their synthesis and use. In particular, the invention provides macrocyclic compounds that modulate the activity of tumor necrosis factor alpha and/or are useful in the treatment of medical conditions, such as, rheumatoid arthritis, psoriasis, and asthma.