(S)-2-((R)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dibenzyl ester | 499775-27-8

• 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: (S)-2-((R)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dibenzyl ester
• CAS: 499775-27-8
• 化学式: C₃₈H₄₇N₃O₉
• 分子量: 689.806
• InChiKey: RCIHKONCJTYONH-ZWXJPIIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  50.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  158.36
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((R)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dibenzyl ester 在 palladium oxide on charcoal N-甲基吗啉 、 甲酸 、 溶剂黄146 作用下， 以 异丙醇 、 仲丁醇 为溶剂， 反应 2.0h， 生成 3-[(2S,5R)-5-(4-aminobutyl)-3,6-dioxopiperazin-2-yl]propanoic acid
  参考文献：
  名称：

  Cyclic dipeptides as building blocks for combinatorial libraries. Part 2: Synthesis of bifunctional diketopiperazines

  摘要：

  Twenty-four bifunctional diketopiperazines, cyclo(-Aax-Bbx-) consisting of glutamic or aspartic acid (Aax) and lysine, ornithine or diaminobutyric (Dab) acid (Bbx) were synthesized. D-Dab moiety was incorporated as D-Gln followed by Hoffman-type rearrangement induced by Phl[OC(O)CF3](2.) Cyclization conditions for the related linear dipeptide precursors allowing racemization to be kept at a minimum were determined. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01021-9
• 作为产物：
  描述：

  N2-[叔丁氧羰基]-N6-[苄氧羰基]-D-赖氨酸 、 在 N-甲基吗啉 、 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以87%的产率得到(S)-2-((R)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dibenzyl ester
  参考文献：
  名称：

  Cyclic dipeptides as building blocks for combinatorial libraries. Part 2: Synthesis of bifunctional diketopiperazines

  摘要：

  Twenty-four bifunctional diketopiperazines, cyclo(-Aax-Bbx-) consisting of glutamic or aspartic acid (Aax) and lysine, ornithine or diaminobutyric (Dab) acid (Bbx) were synthesized. D-Dab moiety was incorporated as D-Gln followed by Hoffman-type rearrangement induced by Phl[OC(O)CF3](2.) Cyclization conditions for the related linear dipeptide precursors allowing racemization to be kept at a minimum were determined. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01021-9