Phe-NH-O-CH2-Ph | 58207-45-7

• 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: Phe-NH-O-CH2-Ph
• 英文别名: (2S)-2-amino-3-phenyl-N-phenylmethoxypropanamide
• CAS: 58207-45-7
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: XGZLGQMYRQLHAF-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Phe-NH-O-CH2-Ph 在 N-甲基吗啉 、 三苯基膦 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 1-benzyloxy-3-benzyl-6-(tert-butoxycarbonylamino)-1,4-diazepan-2,5-dione
  参考文献：
  名称：

  Solid-Phase Synthesis of Conformationally Constrained Peptidomimetics Based on a 3,6-Disubstituted-1,4-diazepan-2,5-dione Core

  摘要：

  Starting from a Cl-trytyl linked hydroxylamine, a hydroxamic dipeptide having serine in the second position was prepared by using DMTMM as the coupling agent. Mitsunobu cyclization carried out under microwave heating gave very good yields of a 3,6-disubstituted-perhydro-diazepin-2,5-dione. This heterocycle can be used as a new platform for combinatorial chemistry or as a constraint to rigidify a small peptide.

  DOI：

  10.1021/jo034785d
• 作为产物：
  描述：

  (1-benzyloxycarbamoyl-2-phenylethyl)carbamic acid tert-butyl ester 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 Phe-NH-O-CH2-Ph
  参考文献：
  名称：

  Solid-Phase Synthesis of Conformationally Constrained Peptidomimetics Based on a 3,6-Disubstituted-1,4-diazepan-2,5-dione Core

  摘要：

  Starting from a Cl-trytyl linked hydroxylamine, a hydroxamic dipeptide having serine in the second position was prepared by using DMTMM as the coupling agent. Mitsunobu cyclization carried out under microwave heating gave very good yields of a 3,6-disubstituted-perhydro-diazepin-2,5-dione. This heterocycle can be used as a new platform for combinatorial chemistry or as a constraint to rigidify a small peptide.

  DOI：

  10.1021/jo034785d

文献信息

• Irreversible Conjugation of Aldehydes in Water To Form Stable 1,2,4-Oxadiazinan-5-ones
  作者：Alexandre F. Trindade、Jeffrey W. Bode

  DOI：10.1021/acs.orglett.6b01889

  日期：2016.9.2

  A new, irreversible aldehyde conjugation reaction in aqueous media was developed. α-Aminooxy acetohydrazides undergo irreversible condensation reactions with aliphatic, aromatic, or unsaturated aldehydes and isatins in a mixture of acetonitrile and acetate buffer at pH 4 to yield 1,2,4-oxadiazinan-5-one heterocycles in excellent isolated yields (40–99%). This class of heterocycles proved to be hydrolytically

  开发了一种在水性介质中不可逆的新的醛共轭反应。α-氨基氧基乙酰肼与脂肪族，芳香族或不饱和醛和靛红在乙腈和乙酸盐缓冲液的混合物中（pH 4）发生不可逆的缩合反应，从而以优异的分离收率得到1,2,4-恶二嗪烷-5-酮杂环（40– 99％）。这类杂环被证明在很宽的温度和pH值（4.5-7）范围内都具有水解稳定性。
• Lp-PLA2 inhibitors
  申请人：ABIDE THERAPEUTICS, INC.

  公开号：US10336709B2

  公开（公告）日：2019-07-02

  Provided herein are lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitors, pharmaceutical compositions thereof, and methods of their use for the treatment of disease.

  本文提供了脂蛋白相关磷脂酶 A2（Lp-PLA2）抑制剂、其药物组合物及其用于治疗疾病的方法。
• Solid-Phase Synthesis of Conformationally Constrained Peptidomimetics Based on a 3,6-Disubstituted-1,4-diazepan-2,5-dione Core
  作者：Lucia Raffaella Lampariello、Daniela Piras、Manuela Rodriquez、Maurizio Taddei

  DOI：10.1021/jo034785d

  日期：2003.10.1

  Starting from a Cl-trytyl linked hydroxylamine, a hydroxamic dipeptide having serine in the second position was prepared by using DMTMM as the coupling agent. Mitsunobu cyclization carried out under microwave heating gave very good yields of a 3,6-disubstituted-perhydro-diazepin-2,5-dione. This heterocycle can be used as a new platform for combinatorial chemistry or as a constraint to rigidify a small peptide.