2-(tert-butyldisulfanyl)ethyl 4-nitrophenyl carbonate | 781665-66-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(tert-butyldisulfanyl)ethyl 4-nitrophenyl carbonate
• 英文别名: 2-(Tert-butyldisulfanyl)ethyl (4-nitrophenyl) carbonate
• CAS: 781665-66-5
• 化学式: C₁₃H₁₇NO₅S₂
• 分子量: 331.414
• InChiKey: YIGHLWLHDDDANO-UHFFFAOYSA-N

物化性质

• 沸点：
  457.9±45.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(tert-butyldisulfanyl)ethyl 4-nitrophenyl carbonate 在 ammonium hydroxide 、 1-羟基苯并三唑 、 对甲苯磺酸 、 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 、 甲苯 、 乙腈 为溶剂， 反应 27.0h， 生成 [(2-tert-Butyldisulfanyl-ethoxycarbonylamino)-(6-hydroxy-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：

  对硝基苯基氯甲酸酯 、 2-(tert-butyldisulfanyl)ethanol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到2-(tert-butyldisulfanyl)ethyl 4-nitrophenyl carbonate
  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

文献信息

• [EN] METHOD OF SYNTHESIZING SINGLE-STRANDED NUCLEOTIDE SEQUENCE, BLOCKED NUCLEOSIDE TRIPHOSPHATES AND RELATED METHODS<br/>[FR] PROCÉDÉ DE SYNTHÈSE D'UNE SÉQUENCE NUCLÉOTIDIQUE MONOCATÉNAIRE, TRIPHOSPHATES DE NUCLÉOSIDE BLOQUÉS ET PROCÉDÉS ASSOCIÉS
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2020159447A1

  公开（公告）日：2020-08-06

  There is provided a method of synthesizing a single-stranded nucleotide sequence, the method comprising adding a blocked nucleoside triphosphate to an initiator nucleotide sequence to incorporate a corresponding blocked nucleotide thereto in the presence of a polymerase, wherein the blocked nucleoside triphosphate has one of the general formulae (I), (II), (III), (IV), (V) and (VI).

  提供一种合成单链核苷酸序列的方法，该方法包括在聚合酶的存在下将阻断核苷酸三磷酸添加到起始核苷酸序列中，以合并相应的阻断核苷酸，其中所述阻断核苷酸三磷酸具有以下通式之一：(I)、(II)、(III)、(IV)、(V)和(VI)。
• Synthesis of glyoxylyl peptides using a phosphine labile α,α′-diaminoacetic acid derivative
  作者：Samia Far、Oleg Melnyk

  DOI：10.1016/j.tetlet.2004.07.038

  日期：2004.9

  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.