Boc-L-Ala-D-(4-OH)Phg-L-Ala-OMe | 1382351-60-1

• 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: Boc-L-Ala-D-(4-OH)Phg-L-Ala-OMe
• 英文别名: Boc-Ala-D-nTyr-Ala-OMe；methyl (2S)-2-[[(2R)-2-(4-hydroxyphenyl)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetyl]amino]propanoate
• CAS: 1382351-60-1
• 化学式: C₂₀H₂₉N₃O₇
• 分子量: 423.466
• InChiKey: OUQYKFNNHUYRRL-SLEUVZQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (R)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-2-(4-hydroxyphenyl)acetic acid 、 L-丙氨酸甲酯盐酸盐 在 cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 、 碳酸氢钠 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 为溶剂， 反应 2.0h， 以95%的产率得到Boc-L-Ala-D-(4-OH)Phg-L-Ala-OMe
  参考文献：
  名称：

  A New Oxyma Derivative for Nonracemizable Amide-Forming Reactions in Water

  摘要：

  An Oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (2), displayed remarkable physicochemical properties as a peptide-coupling additive for peptide-forming reactions in water. Short peptides to oligopeptides could be synthesized by using 2, EDCI, and NaHCO3 in water without measurable racemization. Significantly, a simple basic and acidic aqueous workup procedure can remove all reagents utilized in the reactions to afford only coupling products in consistently excellent yields.

  DOI：

  10.1021/ol3013556

文献信息

• A New Oxyma Derivative for Nonracemizable Amide-Forming Reactions in Water
  作者：Qinghui Wang、Yong Wang、Michio Kurosu

  DOI：10.1021/ol3013556

  日期：2012.7.6

  An Oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (2), displayed remarkable physicochemical properties as a peptide-coupling additive for peptide-forming reactions in water. Short peptides to oligopeptides could be synthesized by using 2, EDCI, and NaHCO3 in water without measurable racemization. Significantly, a simple basic and acidic aqueous workup procedure can remove all reagents utilized in the reactions to afford only coupling products in consistently excellent yields.