2-azido-2-methylpropanoic anhydride | 404942-30-9

• 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-azido-2-methylpropanoic anhydride
• 英文别名: (2-azido-2-methylpropanoyl) 2-azido-2-methylpropanoate
• CAS: 404942-30-9
• 化学式: C₈H₁₂N₆O₃
• 分子量: 240.222
• InChiKey: ZQZIPBGWXZHDJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  双丙酮半乳糖 、 2-azido-2-methylpropanoic anhydride 在 4-二甲氨基吡啶 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 以90%的产率得到2-Azido-2-methyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester
  参考文献：
  名称：

  “Cap-Tag”—Novel Methods for the Rapid Purification of Oligosaccharides Prepared by Automated Solid-Phase Synthesis Financial support from the donors of the Petroleum Research Fund, administered by the ACS (ACS-PRF 34649-G1), Merck (Predoctoral Fellowship for E.R.P.), Boehringer-Ingelheim (Predoctoral Fellowship for E.R.P.), and the NIH (Biotechnology Training Grant for M.C.H.) is gratefully acknowledged. Funding for the MIT-DCIF Inova 501 was provided by the NSF (Award CHE-9808061). Funding for the MIT-DCIF Avance (DPX) 400 was provided by the NIH (Award 1S10RR13886-01). We thank Silicycle (Quebec City, Canada) for the generous gift of fluorous silica gel and isocyanate silica gel scavenger resin. We thank Dr. O. Plante for helpful discussions and help with the automated oligosaccharide synthesizer.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4433::aid-anie4433>3.0.co;2-8
• 作为产物：
  描述：

  Alpha-叠氮异丁酸 在 N,N'-二环己基碳二亚胺 作用下， 生成 2-azido-2-methylpropanoic anhydride
  参考文献：
  名称：

  “Cap-Tag”—Novel Methods for the Rapid Purification of Oligosaccharides Prepared by Automated Solid-Phase Synthesis Financial support from the donors of the Petroleum Research Fund, administered by the ACS (ACS-PRF 34649-G1), Merck (Predoctoral Fellowship for E.R.P.), Boehringer-Ingelheim (Predoctoral Fellowship for E.R.P.), and the NIH (Biotechnology Training Grant for M.C.H.) is gratefully acknowledged. Funding for the MIT-DCIF Inova 501 was provided by the NSF (Award CHE-9808061). Funding for the MIT-DCIF Avance (DPX) 400 was provided by the NIH (Award 1S10RR13886-01). We thank Silicycle (Quebec City, Canada) for the generous gift of fluorous silica gel and isocyanate silica gel scavenger resin. We thank Dr. O. Plante for helpful discussions and help with the automated oligosaccharide synthesizer.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4433::aid-anie4433>3.0.co;2-8

文献信息

• Reagents that facilitate the purification of compounds synthesized on a solid support
  申请人：——

  公开号：US20030232978A1

  公开（公告）日：2003-12-18

  Disclosed is a novel capping-and-tagging (“cap-tag”) strategy that aids in the purification of compounds assembled by multi-step synthetic methods. The incorporation of a unique cap-tag into undesired intermediates during a multi-step synthesis allows for the straightforward removal of these undesired compounds at the conclusion of the synthetic protocol by several methods based on affinity chromatography and scavenging resins. Importantly, this invention may be exploited in any automated synthetic protocol. In preferred embodiments, the cap-tag system is exploited for the purification of carbohydrates prepared via automated solid-phase methods.

  本发明公开了一种新颖的盖帽标记（"cap-tag"）策略，有助于纯化通过多步合成方法合成的化合物。在多步合成过程中，在不需要的中间体中加入一个独特的帽标签，这样就可以在合成方案结束时，通过几种基于亲和层析和清除树脂的方法直接去除这些不需要的化合物。重要的是，本发明可用于任何自动化合成方案。在优选的实施方案中，帽标签系统可用于纯化通过自动化固相方法制备的碳水化合物。
• Protecting Group Manipulations on Glycosyl Phosphate Triesters
  作者：Frédéric R. Carrel、Peter H. Seeberger

  DOI：10.1080/07328300701298204

  日期：2007.4.30

  Glucosyl and mannosyl phosphate triester building blocks were differentially protected by protecting group manipulations on competent glycosyl donors. Dibutyl 3,4-di-Obenzyl-6-O-(fluorenylmethoxycarbonyl)-2-O-pivaloyl-beta-D-glucopyranoside phosphate, not accessible by other methods, was prepared this way.
• REAGENTS THAT FACILITATE THE PURIFICATION OF COMPOUNDS SYNTHESIZED ON A SOLID SUPPORT
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1418877A2

  公开（公告）日：2004-05-19
• [EN] REAGENTS THAT FACILITATE THE PURIFICATION OF COMPOUNDS SYNTHESIZED ON A SOLID SUPPORT<br/>[FR] REACTIFS FACILITANT LA PURIFICATION DE COMPOSES SYNTHETISES SUR UN SUPPORT SOLIDE
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2003017930A2

  公开（公告）日：2003-03-06

  Disclosed is a novel capping-and-tagging ('cap-tag') strategy that aids in the purification of compounds assembled by multi-step synthetic methods. The incorporation of a unique cap-tag into undesired intermediates during a multi-step synthesis allows for the straightforward removal of these undesired compounds at the conclusion of the synthetic protocol by several methods based on affinity chromatography and scavenging resins. Importantly, this invention may be exploited in any automated synthetic protocol. In preferred embodiments, the cap-tag system is exploited for the purification of carbohydrates prepared via automated solid-phase methods.
• “Cap-Tag”—Novel Methods for the Rapid Purification of Oligosaccharides Prepared by Automated Solid-Phase Synthesis Financial support from the donors of the Petroleum Research Fund, administered by the ACS (ACS-PRF 34649-G1), Merck (Predoctoral Fellowship for E.R.P.), Boehringer-Ingelheim (Predoctoral Fellowship for E.R.P.), and the NIH (Biotechnology Training Grant for M.C.H.) is gratefully acknowledged. Funding for the MIT-DCIF Inova 501 was provided by the NSF (Award CHE-9808061). Funding for the MIT-DCIF Avance (DPX) 400 was provided by the NIH (Award 1S10RR13886-01). We thank Silicycle (Quebec City, Canada) for the generous gift of fluorous silica gel and isocyanate silica gel scavenger resin. We thank Dr. O. Plante for helpful discussions and help with the automated oligosaccharide synthesizer.
  作者：Emma R. Palmacci、Michael C. Hewitt、Peter H. Seeberger

  DOI：10.1002/1521-3773(20011203)40:23<4433::aid-anie4433>3.0.co;2-8

  日期：2001.12.3