symmetric anhydride of Boc-Ser(Bzl)-OH | 64817-69-2

• 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: symmetric anhydride of Boc-Ser(Bzl)-OH
• 英文别名: BocSer(Bzl) symmetric anhydride；(Boc-Ser(Bzl))2O；[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoyl] (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoate
• CAS: 64817-69-2
• 化学式: C₃₀H₄₀N₂O₉
• 分子量: 572.656
• InChiKey: WHAZUTXANVKNJR-ZEQRLZLVSA-N

物化性质

• 沸点：
  678.4±55.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  41
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  L-亮氨酸叔丁酯盐酸盐 、 symmetric anhydride of Boc-Ser(Bzl)-OH 生成 (S)-2-[(S)-2-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-4-methyl-pentanoylamino]-4-methyl-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  Polymer-bound oxime esters as supports for solid-phase peptide synthesis. The preparation of protected peptide fragments

  摘要：

  DOI：

  10.1021/jo01295a026
• 作为产物：
  描述：

  N-BOC-O-苄基-L-丝氨酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 symmetric anhydride of Boc-Ser(Bzl)-OH
  参考文献：
  名称：

  A Simple Preparation of Symmetrical Anhydrides ofN-Alkyloxycarbonylamino Acids

  摘要：

  DOI：

  10.1055/s-1978-24944

文献信息

• Unexpected chain-terminating side reaction caused by histidine and acetic anhydride in solid-phase peptide synthesis.
  作者：Tsuneo ISHIGURO、Chikahiko EGUCHI

  DOI：10.1248/cpb.37.506

  日期：——

  Capping is a useful technique to facilitate purification of a crude deprotected peptide in solid-phase peptide synthesis. However, we observed a serious side reaction caused by the Ac2O capping procedure, when it was applied to a synthesis of a peptide containing His. The mechanism of the side reaction was studied.

  加帽是有助于在固相肽合成中纯化粗脱保护肽的有用技术。但是，当将其应用于包含His的肽的合成时，我们观察到了由Ac2O封端过程引起的严重副反应。研究了副反应的机理。
• Polymer-supported synthesis of protected peptide segments on a photosensitive o-nitro(a-methyl)bromobenzyl resin
  作者：A. Ajayaghosh、V.N. Rajasekharan Pillai

  DOI：10.1016/s0040-4020(01)90104-8

  日期：1988.1

  The preparation of a new polystyrene support containing the photodetachable -nitro(α -methyl)benzyl anchoring group and its application in the solid phase synthesis of fully protected C-terminal peptides are described, The preparation of the photosensitive resin involves a 4-step polymer-analogous reaction starting from 1 %-divinyl benzene crosslinked polystyrene. Amino acid units were incorporated

  描述了一种新型的含有光可分离的-硝基（α-甲基）苄基锚定基团的聚苯乙烯载体的制备及其在完全保护的C-末端肽的固相合成中的应用。光敏树脂的制备涉及4步聚合物-类似反应从1％-二乙烯基苯交联的聚苯乙烯开始。按照标准固相肽合成方法，将氨基酸单元掺入该树脂中，并在中性条件下于350 nm通过光解从载体上裂解肽，总收率为40％至50％。肽通过就位的仲酯键连接至硝基是允许肽从支持物光解裂解的因素。
• PEPTIDE AND ADSORBENT COMPRISING SAME IMMOBILIZED ON CARRIER
  申请人：KURARAY Co. LTD.

  公开号：EP0426857A1

  公开（公告）日：1991-05-15

  This invention relates to a peptide capable of combining with interleukin 6 and an adsorbent for interleukin 6 comprising said peptide immobilized on a carrier.

  本发明涉及一种能够与白细胞介素 6 结合的多肽，以及一种白细胞介素 6 吸附剂，该吸附剂包括固定在载体上的上述多肽。
• Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole-Derived Dipeptidomimetics
  作者：Susanna Borg、Genevieve Estenne-Bouhtou、Kristina Luthman、Ingeborg Csoeregh、Willy Hesselink、Uli Hacksell

  DOI：10.1021/jo00115a029

  日期：1995.5

  Three series of heterocyclic dipeptidomimetics have been synthesized. The compounds were designed as amino acid-glycine mimetics containing 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,4-triazole ring systems, useful as building blocks in the synthesis of modified peptides. The heterocyclic moieties were chosen according to their geometrical, electrostatical, and hydrogen bonding properties together with the synthetic accessibility. The syntheses started with Boc-protected L-amino acids (Ala, Gly, Asp, Phe, Ser, Arg, Cys, and Pro), and the reaction conditions were chosen to allow for the formation of products with high enantiopurity. The enantiomeric excess was determined by HPLC using chiral stationary phases.
• Solid-phase synthesis of protected peptides on a polymer-bound oxime: preparation of segments comprising the sequence of a cytotoxic 26-peptide analog
  作者：W. F. DeGrado、E. T. Kaiser

  DOI：10.1021/jo00138a011

  日期：1982.8