2-{[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-ylmethyl]-amino}-3-methyl-butyric acid methyl ester | 1198074-65-5

• 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: 2-{[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-ylmethyl]-amino}-3-methyl-butyric acid methyl ester
• 英文别名: methyl (2S)-2-[[4-[2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)phenyl]phenyl]methylamino]-3-methylbutanoate
• CAS: 1198074-65-5
• 化学式: C₂₄H₃₀N₂O₃
• 分子量: 394.514
• InChiKey: WFAHKZQVYHYGQL-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-ylmethyl]-amino}-3-methyl-butyric acid methyl ester 、 戊酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到2-{[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-ylmethyl]-pentanoyl-amino}-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Improved Synthesis of Valsartan via Nucleophilic Aromatic Substitution on Aryloxazoline

  摘要：

  A highly efficient approach to the synthesis of the angiotensin II receptor antagonist valsartan (Diovan), one of the most important agents used in antihypertensive therapy today is described. The formation of the aryl-aryl bond represents the key step of its synthesis, which has been done by simple nucleophelic aromatic substitution on aryloxazoline with good yield and purity.

  DOI：

  10.1080/00397910902840819
• 作为产物：
  描述：

  2-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-carbaldehyde 、 L-缬氨酸甲酯盐酸盐 在 sodium cyanoborohydride 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以90%的产率得到2-{[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-biphenyl-4-ylmethyl]-amino}-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Improved Synthesis of Valsartan via Nucleophilic Aromatic Substitution on Aryloxazoline

  摘要：

  A highly efficient approach to the synthesis of the angiotensin II receptor antagonist valsartan (Diovan), one of the most important agents used in antihypertensive therapy today is described. The formation of the aryl-aryl bond represents the key step of its synthesis, which has been done by simple nucleophelic aromatic substitution on aryloxazoline with good yield and purity.

  DOI：

  10.1080/00397910902840819

文献信息

• PREPARATION OF GRIGNARD REAGENTS USING A FLUIDIZED BED
  申请人：DPX HOLDINGS B.V.

  公开号：US20160137669A1

  公开（公告）日：2016-05-19

  The present invention relates to a process of preparing a Grignard reagent comprising reacting magnesium particulates in a fluid bed reactor. The present invention further relates to a continuous process comprising fluidizing magnesium particulates in a reactor, forming the Grignard reagent continuously, and reacting the Grignard reagent with a substrate.
• US9550797B2
  申请人：——

  公开号：US9550797B2

  公开（公告）日：2017-01-24
• Improved Synthesis of Valsartan via Nucleophilic Aromatic Substitution on Aryloxazoline
  作者：Samir Ghosh、A. Sanjeev Kumar、R. Soundararajan、G. N. Mehta

  DOI：10.1080/00397910902840819

  日期：2009.10.12

  A highly efficient approach to the synthesis of the angiotensin II receptor antagonist valsartan (Diovan), one of the most important agents used in antihypertensive therapy today is described. The formation of the aryl-aryl bond represents the key step of its synthesis, which has been done by simple nucleophelic aromatic substitution on aryloxazoline with good yield and purity.