N-((benzyloxy)carbonyl)-N-ethyl-L-valine | 287208-81-5

• 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: N-((benzyloxy)carbonyl)-N-ethyl-L-valine
• 英文别名: Z-N-Et-Val-OH；(2S)-2-[ethyl(phenylmethoxycarbonyl)amino]-3-methylbutanoic acid
• CAS: 287208-81-5
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: WZOORIZZDOEHDB-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-((benzyloxy)carbonyl)-N-ethyl-L-valine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 20.0h， 生成 (2S)-2-(乙胺基)-3-甲基丁酸
  参考文献：
  名称：

  Synthesis of N-alkyl-N-methyl amino acids. Scope and limitations of base-induced N-alkylation of Cbz-amino acids

  摘要：

  The reaction of N-benzyloxycarbonyl derivatives of aliphatic amino acids with NaH/alkyl iodides gave the corresponding N-Cbz-N-alkyl derivatives in good to high yields. The scope and limitations of this simple N-alkylation reaction were investigated as a convenient and flexible attempt to prepare unsymmetrically N,N-diprotected alpha-amino acids. The procedure is based on the N-alkylation of N-carbamoyl amino acids, a one-pot deprotection/protection sequence without extensive purification of the products. Protection of the carboxyl function is not required while the starting materials are inexpensive and commercially available. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.025
• 作为产物：
  描述：

  CBZ-L-缬氨酸 、 碘乙烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 生成 N-((benzyloxy)carbonyl)-N-ethyl-L-valine 、 (2R)-2-[ethyl(phenylmethoxycarbonyl)amino]-3-methylbutanoic acid
  参考文献：
  名称：

  Synthesis of N-alkyl-N-methyl amino acids. Scope and limitations of base-induced N-alkylation of Cbz-amino acids

  摘要：

  The reaction of N-benzyloxycarbonyl derivatives of aliphatic amino acids with NaH/alkyl iodides gave the corresponding N-Cbz-N-alkyl derivatives in good to high yields. The scope and limitations of this simple N-alkylation reaction were investigated as a convenient and flexible attempt to prepare unsymmetrically N,N-diprotected alpha-amino acids. The procedure is based on the N-alkylation of N-carbamoyl amino acids, a one-pot deprotection/protection sequence without extensive purification of the products. Protection of the carboxyl function is not required while the starting materials are inexpensive and commercially available. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.025

文献信息

• Substituted phenethylamine derivatives
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US07553969B1

  公开（公告）日：2009-06-30

  Substituted phenethylamine compounds of Formula (1) that function as motilin receptor antagonists: Formula (1).

  公式（1）的取代苯乙胺化合物，其作为胃动素受体拮抗剂：公式（1）。
• COMPOUNDS THAT PARTICIPATE IN COOPERATIVE BINDING AND USES THEREOF
  申请人：Revolution Medicines, Inc.

  公开号：EP3897644A1

  公开（公告）日：2021-10-27
• [EN] COMPOUNDS THAT PARTICIPATE IN COOPERATIVE BINDING AND USES THEREOF<br/>[FR] COMPOSÉS PARTICIPANT À UNE LIAISON COOPÉRATIVE ET UTILISATIONS ASSOCIÉES
  申请人：REVOLUTION MEDICINES INC

  公开号：WO2020132597A1

  公开（公告）日：2020-06-25

  The disclosure features macrocyclic compounds, alone and in combination with other therapeutic agents, as well as pharmaceutical compositions and protein complexes thereof, capable of modulating biological processes including RAS and RAS-RAF inhibition, and their uses in the treatment of cancers.
• Synthesis of N-alkyl-N-methyl amino acids. Scope and limitations of base-induced N-alkylation of Cbz-amino acids
  作者：Maciej Stodulski、Jacek Mlynarski

  DOI：10.1016/j.tetasy.2008.03.025

  日期：2008.5

  The reaction of N-benzyloxycarbonyl derivatives of aliphatic amino acids with NaH/alkyl iodides gave the corresponding N-Cbz-N-alkyl derivatives in good to high yields. The scope and limitations of this simple N-alkylation reaction were investigated as a convenient and flexible attempt to prepare unsymmetrically N,N-diprotected alpha-amino acids. The procedure is based on the N-alkylation of N-carbamoyl amino acids, a one-pot deprotection/protection sequence without extensive purification of the products. Protection of the carboxyl function is not required while the starting materials are inexpensive and commercially available. (C) 2008 Elsevier Ltd. All rights reserved.