methyl 2-(2-((t-butoxycarbonyl)amino)-3-hydroxypropanamido)-acetate | 145521-11-5

• 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: methyl 2-(2-((t-butoxycarbonyl)amino)-3-hydroxypropanamido)-acetate
• 英文别名: Boc-Ser-Gly-OMe；BocSerGlyOMe；(S)-Methyl2-(2-((tert-butoxycarbonyl)amino)-3-hydroxypropanamido)acetate；methyl 2-[[(2S)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetate
• CAS: 145521-11-5
• 化学式: C₁₁H₂₀N₂O₆
• 分子量: 276.29
• InChiKey: CXZSLNOXFKTDKT-ZETCQYMHSA-N

物化性质

• 沸点：
  470.7±45.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-((t-butoxycarbonyl)amino)-3-hydroxypropanamido)-acetate 反应 6.0h， 生成 -glycine methyl ester
  参考文献：
  名称：

  Enzymatic synthesis of some O-β-d-digalactosyl glycopeptides, using β-d-galactosidase

  摘要：

  Disaccharide-peptide conjugates were obtained in yields of 30-50% from o-nitrophenyl beta-D-galactopyranoside by employing beta-D-galactosidase from E. coli as catalyst. Two series of beta-D-galactosyldipeptides were examined as galactosyl acceptors. They both contain an L-serine residue beta-linked to the anomeric carbon of galactose. In the first series, serine is in the N-terminal position of the dipeptide; in the second series, serine is in the C-terminal position. The second amino acid is L-alanine or glycine. Some of our substrates gave a high yield of beta(1 --> 3)-digalactosyldipeptide derivatives and all gave very little of the beta-(1 --> 6) regioisomer. The conditions and the limitations of the transgalactosylation reaction are discussed.

  DOI：

  10.1016/0008-6215(93)84137-u

文献信息

• A convenient and simple procedure for the preparation of nitrate esters from alcohols employing LiNO3/(CF3CO)2O
  作者：Adina Gavrila、Lisbeth Andersen、Troels Skrydstrup

  DOI：10.1016/j.tetlet.2005.07.065

  日期：2005.9

  Alcohols in small peptides, monosaccharides and steroids (12 examples) are conveniently transformed to their corresponding nitrate esters upon treatment with an acetonitrile solution of LiNO3 and trifluoroacetic anhydride. The in situ formed mixed anhydride (CF3COONO2) is proposed to be the reactive nitration reagent.

  在用LiNO 3和三氟乙酸酐的乙腈溶液处理后，小肽，单糖和类固醇中的醇（12个实例）可以方便地转化为它们相应的硝酸酯。有人提出将原位形成的混合酸酐（CF 3 COONO 2）用作反应性硝化试剂。
• Paired electrolysis enabled annulation for the quinolyl-modification of bioactive molecules
  作者：Shiqi You、Mengyao Ruan、Cuifen Lu、Li Liu、Yue Weng、Guichun Yang、Shengchun Wang、Hesham Alhumade、Aiwen Lei、Meng Gao

  DOI：10.1039/d1sc06757e

  日期：——

  A paired electrolysis enabled cascade annulation that enables the efficient synthesis of highly functionalized quinoline-substituted bioactive molecules from readily available starting materials is reported.

  报道了一种配对电解法，可以实现级联环化反应，从易得的起始物质中高效合成高度官能化的喹啉取代生物活性分子。
• Enzymatic synthesis of β-galactosyldipeptides and of β-1,3-digalactosylserine derivatives using β-galactosidase
  作者：Sandra Attal、Sylvie Bay、Danièle Cantacuzene

  DOI：10.1016/s0040-4020(01)85615-5

  日期：1992.1

  The transgalactosidation from lactose to dipeptides has been achieved using beta-galactosidase from E. Coli as catalyst. Two series of dipeptides have been studied, each of them containing a serine residue. The best condensations occur when serine is at the N-terminal end of the dipeptide. Mild hydrolysis of the ester group of the labile glycosyl-dipeptide derivatives has been achieved using subtilisin. We also describe the condensation of lactose with beta-galactosyl serine to give beta-1,3-digalactosyl-serine derivatives.
• Enzymatic synthesis of some O-β-d-digalactosyl glycopeptides, using β-d-galactosidase
  作者：Sylvie Bay、Abdelkader Namane、Danièle Cantacuzene

  DOI：10.1016/0008-6215(93)84137-u

  日期：1993.10

  Disaccharide-peptide conjugates were obtained in yields of 30-50% from o-nitrophenyl beta-D-galactopyranoside by employing beta-D-galactosidase from E. coli as catalyst. Two series of beta-D-galactosyldipeptides were examined as galactosyl acceptors. They both contain an L-serine residue beta-linked to the anomeric carbon of galactose. In the first series, serine is in the N-terminal position of the dipeptide; in the second series, serine is in the C-terminal position. The second amino acid is L-alanine or glycine. Some of our substrates gave a high yield of beta(1 --> 3)-digalactosyldipeptide derivatives and all gave very little of the beta-(1 --> 6) regioisomer. The conditions and the limitations of the transgalactosylation reaction are discussed.