bis[2-(tert-butyldisulfanyl)ethoxycarbonylamino] acetic acid | 781665-65-4

• 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: bis[2-(tert-butyldisulfanyl)ethoxycarbonylamino] acetic acid
• 英文别名: 2,2-Bis[2-(tert-butyldisulfanyl)ethoxycarbonylamino]acetic acid
• CAS: 781665-65-4
• 化学式: C₁₆H₃₀N₂O₆S₄
• 分子量: 474.688
• InChiKey: BQCLOYCBXBIWFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  215
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  bis[2-(tert-butyldisulfanyl)ethoxycarbonylamino] acetic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 生成 ((2-tert-Butyldisulfanyl-ethoxycarbonylamino)-{6-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-hexylcarbamoyl}-methyl)-carbamic acid 2-tert-butyldisulfanyl-ethyl ester
  参考文献：
  名称：

  A novel phosphoramidite for the synthesis of α-oxo aldehyde-modified oligodeoxynucleotides

  摘要：

  The synthesis and use of a novel phosphoramiditederivatized by a bis[2-(tert-butyldisulfanyl)ethoxycarbonylamino]acetyl moiety for the synthesis of oligodeoxynucleotides modified at the 5'-end by an alpha-oxo aldehyde functionality is presented. Incorporation of the phosphoramidite reagent was performed after the automated solid-phase oligonucleotide synthesis. Simultaneous cleavage/deprotection of the oligodeoxynucleotides and unmasking of the alpha-oxo aldehyde group could be achieved using NaOH in aqueous methanol in the presence of dithiothreitol. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.144
• 作为产物：
  描述：

  2-(tert-butyldisulfanyl)ethyl 4-nitrophenyl carbonate 在 ammonium hydroxide 、 对甲苯磺酸 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 3.0h， 生成 bis[2-(tert-butyldisulfanyl)ethoxycarbonylamino] acetic acid
  参考文献：
  名称：

  Synthesis of glyoxylyl peptides using a phosphine labile α,α′-diaminoacetic acid derivative

  摘要：

  We describe in this letter the preparation of a novel protected alpha,alpha'-diaminoacetic acid derivative that acts as a masked glyoxylic acid equivalent. The reagent could easily be introduced on a peptide chain using standard Fmoc/tert-butyl solid-phase methods and resisted to the TFA treatment allowing the deprotection and cleavage of the peptide. Unmasking of the glyoxylyl group was performed in solution in the presence of a phosphine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.038