(S)-2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dibenzyl ester | 92122-01-5

• 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-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dibenzyl ester
• 英文别名: Boc-Lys(Z)-Glu(OBzl)OBzl；dibenzyl (2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]pentanedioate
• CAS: 92122-01-5
• 化学式: C₃₈H₄₇N₃O₉
• 分子量: 689.806
• InChiKey: RCIHKONCJTYONH-ACHIHNKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  50
• 可旋转键数：
  23
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  158
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-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,5S)-5-(4-Amino-butyl)-3,6-dioxo-piperazin-2-yl]-propionic 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：

  N-Boc-N'-Cbz-L-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78%的产率得到(S)-2-((S)-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

文献信息

• New peptides, process for preparation thereof and use thereof
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US04497801A1

  公开（公告）日：1985-02-05

  Peptides of the following formulae: H-THR-LYS-GLU-LYS-LEU-LYS-SER-GLU-LEU-VAL-ALA-ASN-OH, H-GLU-LEU-LYS-SER-GLU-LEU-VAL-ALA-ASN-OH, H-LYS-LEU-LYS-SER-GLU-OH, are effective in the treatment of bacteria viral infection.

  以下化学式的多肽：H-THR-LYS-GLU-LYS-LEU-LYS-SER-GLU-LEU-VAL-ALA-ASN-OH，H-GLU-LEU-LYS-SER-GLU-LEU-VAL-ALA-ASN-OH，H-LYS-LEU-LYS-SER-GLU-OH，对治疗细菌和病毒感染有效。
• DIEZEL, WOLFGANG;ECKERT, ROLF;FORNER, KLAUS;EHRICH, ANGELIKA;VOLK, HANS-D+
  作者：DIEZEL, WOLFGANG、ECKERT, ROLF、FORNER, KLAUS、EHRICH, ANGELIKA、VOLK, HANS-D+

  DOI：——

  日期：——