N-methylsulphonyl-D,L-α-phenylglycine | 90774-44-0

• 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-methylsulphonyl-D,L-α-phenylglycine
• 英文别名: 2-(methylsulfonamido)-2-phenylacetic acid；[(Methylsulfonyl)amino](phenyl)acetic acid；2-(methanesulfonamido)-2-phenylacetic acid
• CAS: 90774-44-0
• 化学式: C₉H₁₁NO₄S
• mdl: MFCD04225700
• 分子量: 229.257
• InChiKey: CBCWYSYBRINEON-UHFFFAOYSA-N

物化性质

• 沸点：
  416.5±55.0 °C(Predicted)
• 密度：
  1.398±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methylsulphonyl-D,L-α-phenylglycine 在 氯化亚砜 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 12.0h， 生成 N-methylsulphonyl-DL-α-phenylglycine-N-methylamide
  参考文献：
  名称：

  1H NMR long-range coupling in the assignment of stereochemistry to 4-imidazolidinones

  摘要：

  AbstractLong‐range couplings were observed between protons attached to C‐2 and C‐5 of the 4‐imidazolidinone ring. Since 4J(25) has a measurable value only for a trans arrangement of H‐2 and H‐5, this coupling can be utilized as an easy method of identification of 4‐imidazolidinone stereoisomers.

  DOI：

  10.1002/mrc.1270220309
• 作为产物：
  描述：

  甲基磺酰氯 、 2-氨基-2-苯基乙酸 生成 N-methylsulphonyl-D,L-α-phenylglycine
  参考文献：
  名称：

  1H NMR long-range coupling in the assignment of stereochemistry to 4-imidazolidinones

  摘要：

  AbstractLong‐range couplings were observed between protons attached to C‐2 and C‐5 of the 4‐imidazolidinone ring. Since 4J(25) has a measurable value only for a trans arrangement of H‐2 and H‐5, this coupling can be utilized as an easy method of identification of 4‐imidazolidinone stereoisomers.

  DOI：

  10.1002/mrc.1270220309

文献信息

• COMPOUNDS AND METHODS FOR ANTIVIRAL TREATMENT
  申请人：GILEAD SCIENCES, INC.

  公开号：US20130273037A1

  公开（公告）日：2013-10-17

  Compounds and pharmaceutically acceptable salts and esters and compositions thereof, for treating viral infections are provided. The compounds and compositions are useful for treating Pneumovirinae virus infections. The compounds, compositions, and methods provided are particularly useful for the treatment of Human respiratory syncytial virus infections.

  提供用于治疗病毒感染的化合物、药用可接受的盐和酯及其组合物。这些化合物和组合物对于治疗Pneumovirinae病毒感染很有用。提供的化合物、组合物和方法特别适用于治疗人类呼吸道合胞病毒感染。
• Ramoplanin derivatives possessing antibacterial activity
  申请人：Raju G. Bore

  公开号：US20060211603A1

  公开（公告）日：2006-09-21

  Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

  新型拉莫普兰衍生物已被披露。这些拉莫普兰衍生物表现出抗菌活性。由于本发明的化合物对革兰氏阳性细菌表现出强效活性，它们是有用的抗微生物药剂。该化合物的合成方法和使用方法也已被披露。
• Sulfonamides as Amine Component in the Petasis-Borono Mannich Reaction: A Concise Synthesis of α-Aryl- and α-Alkenylglycine Derivatives­
  作者：Georg Manolikakes、Andreas Diehl、Omar Ouadoudi、Eleni Andreadou

  DOI：10.1055/s-0037-1610440

  日期：2018.10

  reaction for the first time. A catalyst-free three-component synthesis of α-aryl- and α-alkenylglycine derivatives starting from glyoxylic acid, sulfonamides, and aryl- or alkenylboronic acids is described. This operationally simple method tolerates a broad range of functional groups and enables the generation of a wide array of α-amino acids. Sulfonamides were utilized as amine component in the classic

  摘要 描述了从乙醛酸，磺酰胺和芳基或烯基硼酸开始的无催化剂的三组分合成α-芳基和α-烯基甘氨酸的衍生物。这种操作简单的方法可耐受各种官能团，并能够产生多种α-氨基酸。在经典的Petasis反应中，磺酰胺首次被用作胺成分。 描述了从乙醛酸，磺酰胺和芳基或烯基硼酸开始的无催化剂的三组分合成α-芳基和α-烯基甘氨酸的衍生物。这种操作简单的方法可耐受各种官能团，并能够产生多种α-氨基酸。在经典的Petasis反应中，磺酰胺首次被用作胺成分。
• One-Step Synthesis of Racemic α-Amino Acids from Aldehydes, Amine Components, and Gaseous CO₂by the Aid of a Bismetal Reagent
  作者：Tsuyoshi Mita、Yuki Higuchi、Yoshihiro Sato

  DOI：10.1002/chem.201202332

  日期：2013.1.14

  α‐Amino acids are essential resources for human life and are highly useful as building blocks for organic synthesis. The core framework of an α‐amino acid can be divided into three basic components: an aldehyde, an amine, and carbon dioxide (CO2). We report herein that a one‐step synthesis of α‐amino acids has been successfully achieved from these three basic and inexpensive chemicals with a single

  α-氨基酸是人类生活中必不可少的资源，并且作为有机合成的基础材料非常有用。α-氨基酸的核心框架可分为三个基本成分：醛，胺和二氧化碳（CO 2）。我们在此报告，通过一次操作即可成功地从这三种基本且廉价的化学品中一步完成α-氨基酸的合成，其中将醛，磺酰胺和气态CO 2的混合物加热至100° Bu 3 Sn‐SnBu 3存在的情况下的C和CsF。在此一锅顺序方案中，涉及两个重要的中间体（亚胺和α-氨基锡烷），并且原位生成的锡烷基阴离子起着至关重要的作用，特别是对于在存在质子源的情况下有效的亚胺锡烷基化以及促进由于其高稳定性和对质子源存在的耐受性，可对不需要的α-烷氧基锡进行反苯乙烯修饰。这种方法学能够高产率地合成各种外消旋芳基甘氨酸衍生物。
• [EN] COMPOUNDS AND METHODS FOR ANTIVIRAL TREATMENT<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR UN TRAITEMENT ANTIVIRAL
  申请人：GILEAD SCIENCES INC

  公开号：WO2013158776A1

  公开（公告）日：2013-10-24

  Compounds and pharmaceutically acceptable salts and esters and compositions thereof, for treating viral infections are provided. The compounds and compositions are useful for treating Pneumovirinae virus infections. The compounds, compositions, and methods provided are particularly useful for the treatment of Human respiratory syncytial virus infections.

  提供用于治疗病毒感染的化合物和药学上可接受的盐和酯及其组合物。这些化合物和组合物对于治疗Pneumovirinae病毒感染非常有用。提供的化合物、组合物和方法特别适用于治疗人类呼吸道合胞病毒感染。