tert-butyl 2-[(2S)-2-azido-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propoxy]acetate | 444884-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 2-[(2S)-2-azido-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propoxy]acetate
• CAS: 444884-81-5
• 化学式: C₁₉H₂₉N₃O₄
• 分子量: 363.457
• InChiKey: HVHGHODXNMZXIC-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-[(2S)-2-azido-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propoxy]acetate 在 甲酸 作用下， 以68%的产率得到TyrΨ[CH2O]Gly
  参考文献：
  名称：

  Stereoselective Synthesis of Ψ[CH 2 O] Pseudodipeptides and Conformational Analysis of a PheΨ[CH 2 O]Ala Containing Analogue of the Drug Desmopressin

  摘要：

  A method for synthesis of Xaapsi[CH2O]Ala/Gly pseudodipeptides in good yields and excellent diastereoselectivity from azido alcohols and (R)-2-chloropropionic acid or tort-butyl bromoacetate has been developed. Insertion of one of the pseudodipeptide building blocks in the peptide drug desmopressin revealed that methylene ether isosteres may have only a minor influence on the secondary structure of peptides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00016-1
• 作为产物：
  描述：

  9H-fluoren-9-ylmethyl [(1S)-1-(4-tert-butoxybenzyl)-2-hydroxyethyl]carbamate 在 吗啉 、 4-二甲氨基吡啶 、 sodium hydroxide 、 triflic azide 、 copper(II) sulfate 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 tert-butyl 2-[(2S)-2-azido-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propoxy]acetate
  参考文献：
  名称：

  Stereoselective Synthesis of Ψ[CH 2 O] Pseudodipeptides and Conformational Analysis of a PheΨ[CH 2 O]Ala Containing Analogue of the Drug Desmopressin

  摘要：

  A method for synthesis of Xaapsi[CH2O]Ala/Gly pseudodipeptides in good yields and excellent diastereoselectivity from azido alcohols and (R)-2-chloropropionic acid or tort-butyl bromoacetate has been developed. Insertion of one of the pseudodipeptide building blocks in the peptide drug desmopressin revealed that methylene ether isosteres may have only a minor influence on the secondary structure of peptides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00016-1

文献信息

• Stereoselective Synthesis of Ψ[CH 2 O] Pseudodipeptides and Conformational Analysis of a PheΨ[CH 2 O]Ala Containing Analogue of the Drug Desmopressin
  作者：Mattias Hedenström、Lotta Holm、ZhongQing Yuan、Hans Emtenäs、Jan Kihlberg

  DOI：10.1016/s0960-894x(02)00016-1

  日期：2002.3

  A method for synthesis of Xaapsi[CH2O]Ala/Gly pseudodipeptides in good yields and excellent diastereoselectivity from azido alcohols and (R)-2-chloropropionic acid or tort-butyl bromoacetate has been developed. Insertion of one of the pseudodipeptide building blocks in the peptide drug desmopressin revealed that methylene ether isosteres may have only a minor influence on the secondary structure of peptides. (C) 2002 Elsevier Science Ltd. All rights reserved.