(R)-1-{(S)-2-[(S)-3-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-4-phenyl-butyrylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid | 817624-47-8

• 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: (R)-1-{(S)-2-[(S)-3-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-4-phenyl-butyrylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid
• CAS: 817624-47-8
• 化学式: C₃₉H₄₈N₄O₈
• 分子量: 700.832
• InChiKey: LBYNOXPQOZEIRK-ZWDYZTTJSA-N

反应信息

• 作为反应物：
  描述：

  (R)-1-{(S)-2-[(S)-3-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-4-phenyl-butyrylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid 在 palladium on activated charcoal 盐酸 、 4-二甲氨基吡啶 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 为溶剂， 生成 Acetic acid (5S,9S,14aR)-5,9-dibenzyl-4,7,11,14-tetraoxo-tetradecahydro-3a,6,10,13-tetraaza-cyclopentacyclotridecen-12-yl ester
  参考文献：
  名称：

  An improved protocol for the SmI2-promoted C-alkylation of peptides: degradation and functionalization of serine residues in linear and cyclic peptides

  摘要：

  The utility of the samarium diiodide promoted C-alkylation of peptides for the introduction of new side chains on peptide strands is dramatically enhanced by the initial oxidative degradation of serine residues in small peptides. In this way, cyclic peptides may also be included in this repertoire as a method for the preparation of peptide libraries. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.024
• 作为产物：
  描述：

  (R)-1-{(S)-2-[(S)-3-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-4-phenyl-butyrylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以100%的产率得到(R)-1-{(S)-2-[(S)-3-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-4-phenyl-butyrylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  An improved protocol for the SmI2-promoted C-alkylation of peptides: degradation and functionalization of serine residues in linear and cyclic peptides

  摘要：

  The utility of the samarium diiodide promoted C-alkylation of peptides for the introduction of new side chains on peptide strands is dramatically enhanced by the initial oxidative degradation of serine residues in small peptides. In this way, cyclic peptides may also be included in this repertoire as a method for the preparation of peptide libraries. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.024