2-(tert-butyldisulfanyl)ethyl carbamate | 781665-67-6

• 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: 2-(tert-butyldisulfanyl)ethyl carbamate
• CAS: 781665-67-6
• 化学式: C₇H₁₅NO₂S₂
• 分子量: 209.334
• InChiKey: JSACOVCTXJBTKV-UHFFFAOYSA-N

物化性质

• 熔点：
  80-82 °C
• 沸点：
  338.6±25.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(tert-butyldisulfanyl)ethyl carbamate 在 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 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 28.0h， 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 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以92%的产率得到2-(tert-butyldisulfanyl)ethyl carbamate
  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

• 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.
• PEPTIDE-COMPOUND CYCLIZATION METHOD
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US20210061860A1

  公开（公告）日：2021-03-04

  An object of the present invention is to provide methods of discovering drugs effective for tough targets, which have conventionally been discovered only with difficulty. The present invention relates to novel methods for cyclizing peptide compounds, and novel peptide compounds and libraries comprising the same, to achieve the above object.