N,N'-di(CBz)-L-homocystine | 69222-99-7

• 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,N'-di(CBz)-L-homocystine
• 英文别名: N-CBz-L-homocystine；benzyloxycarbonyl-L-homocystine；(2S,2S') 4,4'-disulfanediylbis(2-(benzyloxycarbonylamino)butanoic acid)；2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel-；(2S)-4-[[(3S)-3-carboxy-3-(phenylmethoxycarbonylamino)propyl]disulfanyl]-2-(phenylmethoxycarbonylamino)butanoic acid
• CAS: 69222-99-7
• 化学式: C₂₄H₂₈N₂O₈S₂
• 分子量: 536.627
• InChiKey: XSFWOIRYBLESFW-PMACEKPBSA-N

物化性质

• 沸点：
  799.2±60.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  36
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  202
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N,N'-di(CBz)-L-homocystine 在 sodium methylate 、 N,N-二异丙基乙胺 、 三氟乙酸 、 1,4-二巯基-2,3-丁二醇 作用下， 以 乙酸甲酯 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 反应 4.42h， 生成 (3S,7S,11S)-1-aza-3-benzyloxycarbonylamino-11-methoxycarbonyl-2-oxo-6-thiabicyclo[5.4.0]undecane
  参考文献：
  名称：

  THE SYNTHESIS OF OMAPATRILAT

  摘要：

  Described herein are improved methods of making Compound 1 (4S,7S,10aS)-4-((S)-2- mercapto-3-phenylpropanamido)-5-oxooctahydro-7H-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid, or Omapatrilat, and purified Omapatrilat obtained from the improved methods.

  公开号：

  WO2024103123A1
• 作为产物：
  描述：

  L-高胱氨酸 、 氯甲酸苄酯 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到N,N'-di(CBz)-L-homocystine
  参考文献：
  名称：

  [EN] METHOD FOR THE PREPARATION OF (3S,3S') 4,4'-DISULFANEDIYLBIS (3-AMINOBUTANE 1-SULFONIC ACID)
  [FR] PROCÉDÉ DE PRÉPARATION DE (3S,3S')-4,4'-DISULFANEDIYLBIS(ACIDE 3-AMINOBUTANE-1-SULFONIQUE)

  摘要：

  本发明涉及一种从(S)-乙基2-(苄氧羰氨基)-4-(新戊氧磺酰基)丁酸酯A经过五个步骤制备(3S,3S') 4,4'-二硫代双(3-氨基丁烷-1-磺酸)的新方法。

  公开号：

  WO2012045849A1

文献信息

• Method for the preparation of (3S,3S') 4,4'-disulfanediylbis (3-aminobutane 1-sulfonic acid)
  申请人：Quantum Genomics

  公开号：EP2439192A1

  公开（公告）日：2012-04-11

  The present invention relates to a new method for the preparation of (3S,3S') 4,4'-disulfanediylbis(3-aminobutane 1-sulfonic acid) in five steps from (S)-ethyl 2-(benzyloxycarbonylamino)-4-(neopentyloxysulfonyl)butanoate A.

  本发明涉及一种从(S)-乙基2-(苄氧羰基氨基)-4-(新戊基氧磺酰基)丁酸酯A出发，经五步制备(3S,3S')-4,4'-二硫烷二基双(3-氨基丁烷-1-磺酸)的新方法。
• Novel derivatives of 4,4'-dithiobis-(3-aminobutane-1-sulfphonates) and compositions containing same
  申请人：Fournie-Zaluski Marie-Claude

  公开号：US20060135602A1

  公开（公告）日：2006-06-22

  The invention relates to the bis-hydrochloride of 4,4′-dithiobis-(3-aminobutane-1-sodium sulphonate) and the bis-trifluoracetate of 4,4′-dithiobis-(3-aminobutane-1-sulphonate of 2,2-dimethylpropyl). The invention also relates to a pharmaceutical composition comprising one of said compounds and to the use of one of said compounds for the production of a medicament. The invention is suitable for use in a treatment method for hypertension and indirectly- or directly-linked illnesses.

  该发明涉及4,4'-二硫双-(3-氨基丁烷-1-磺酸钠)的双盐酸盐和4,4'-二硫双-(3-氨基丁烷-1-磺酸氟乙酸酯)的双三氟乙酸盐。该发明还涉及包含上述化合物之一的药物组合物，以及使用上述化合物之一生产药物的用途。该发明适用于治疗高血压及间接或直接相关疾病的治疗方法。
• Side-Chain-Modified Sulfonic Analogues of Aspartic and Glutamic Acids: Synthesis, Protection, and Incorporation into Peptides
  作者：Laurent Bischoff、Christelle David、Bernard Pierre Roques、Marie-Claude Fournié-Zaluski

  DOI：10.1021/jo9812680

  日期：1999.2.1
• Glycopolypeptides with a Redox-Triggered Helix-to-Coil Transition
  作者：Jessica R. Kramer、Timothy J. Deming

  DOI：10.1021/ja3007484

  日期：2012.3.7

  Conformation-switchable glycopolypeptides were prepared by the living polymerization of glycosylated L-cysteine-N-carboxyanhydride (glyco-C NCA) monomers. These new monomers were prepared in high yield by coupling of alkene-terminated C-linked glycosides of D-galactose or ID-glucose to L-cysteine using thiol-ene "click" chemistry, followed by their conversion to the corresponding glyco-C NCAs. The resulting glycopolypeptides were found to be water-soluble and alpha-helical in solution. Aqueous oxidation of the side-chain thioether linkages in these polymers to sulfone groups resulted in disruption of the a-helical conformations without loss of water solubility. The ability to switch chain conformation and remain water-soluble is unprecedented in synthetic polymers, and allows new capabilities to control presentation of sugar functionality in subtly different contexts.
• Multimodal Switching of Conformation and Solubility in Homocysteine Derived Polypeptides
  作者：Jessica R. Kramer、Timothy J. Deming

  DOI：10.1021/ja500372u

  日期：2014.4.16

  We report the design and synthesis of poly(S-alkyl-L-homocysteine)s, which were found to be a new class of readily prepared, multiresponsive polymers that possess the unprecedented ability to respond in different ways to different stimuli, either through a change in chain conformation or in water solubility. The responsive properties of these materials are also effected under mild conditions and are completely reversible for all pathways. The key components of these polymers are the incorporation of water solubilizing alkyl functional groups that are integrated with precisely positioned, multiresponsive thioether linkages. This promising system allows multimodal switching of polypeptide properties to obtain desirable features, such as coupled responses to multiple external inputs.