2-叔丁氧基羰氨基-3-甲基苯甲酸 | 669713-59-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-叔丁氧基羰氨基-3-甲基苯甲酸
• 中文别名: 2-叔丁氧羰氨基-3-甲基苯甲酸
• 英文名称: 2-Tert-butoxycarbonylamino-3-methylbenzoic acid
• 英文别名: 3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic acid
• CAS: 669713-59-1
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: DJOFSJDUMIIGMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-叔丁氧基羰氨基-3-甲基苯甲酸 在 2-氯-1-甲基吡啶碘化物 、 盐酸 作用下， 以 乙腈 、 水 为溶剂， 反应 0.17h， 生成 3-甲基衣托酸酐
  参考文献：
  名称：

  A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, Boc anhydride, and 2-chloro-N-methyl pyridinium iodide

  摘要：

  A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with Boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability, and preparation from readily available raw materials. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.034
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-氨基-3-甲基苯甲酸 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 2-叔丁氧基羰氨基-3-甲基苯甲酸
  参考文献：
  名称：

  A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, Boc anhydride, and 2-chloro-N-methyl pyridinium iodide

  摘要：

  A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with Boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability, and preparation from readily available raw materials. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.034

文献信息

• A simple, cheap alternative to ‘designer convertible isonitriles’ expedited with microwaves
  作者：Christopher Hulme、Shashi Chappeta、Justin Dietrich

  DOI：10.1016/j.tetlet.2009.04.095

  日期：2009.7

  designer convertible isonitriles has increased in recent years with the growing recognition that isonitrile-based multi-component reactions (IMCRs) are highly effective in rapidly accessing, new and pharmacologically relevant diversity space. This Letter reports on the novel use of n-butylisonitrile as a cheaper and more atom-economical alternative to currently reported ‘designer convertible isonitriles’

  近年来，随着人们越来越认识到基于异腈的多组分反应（IMCR）在快速进入新的且具有药理意义的多样性空间中非常有效，对设计者可转换的异腈的兴趣日益增加。这封信报道了随着微波辅助有机合成（MAOS）的出现，正丁烯腈作为一种新的便宜，原子经济的替代品被新应用，该替代品是当前报道的“设计师可转换的异腈”。
• CYCLIC COMPOUNDS AND THE USE THEREOF AS LIGHT ABSORBERS, LIGHT EMITTERS, OR COMPLEX LIGANDS
  申请人：Könemann Martin

  公开号：US20110028730A1

  公开（公告）日：2011-02-03

  The use of cyclic compounds of the formula (I) where n is a number in the range from 1 to 7, X—Y—Z, in each case independently of one another, is O—C═N, N═C—O, NR 5 —C═N, N═C—NR 5 , N + R 5 2 —C═N, N═C—N + R 5 2 , O—C═N + R 5 , N + R 5 ═C—O, S—C═N + R 5 , N + R 5 ═C—S, S—C═N, N═C—S, R 1 , R 2 and R 3 each independently are, for example, H or a substituent or corresponding heterocyclic compounds in which at least one group —CR 1 ═, —CR 2 ═, CR 3 ═ is replaced by —N, R 5 in each case independently are, for example, H or a substituent R 7 in each case independently of one another, are H, C 1-12 -alkyl or C 6-12 -aryl, or metal complexes of the cyclic compounds or complexes of the cyclic compounds with mineral acids, chloride, sulfate, bisulfate, phosphate, hydrogen phosphate, nitrate, BF 4 − or methanesulfonate being present as opposite ions X − in the case of cationic cyclic structures, as light absorbers, materials for hole injection layers in OLEDs, light-emitting compounds in OLED, phase-transfer catalysts or synergistic agents for the dispersing of pigments or for optical data storage, is described.

  本发明涉及使用公式（I）中的环状化合物，其中n是1至7之间的数字，X—Y—Z在每种情况下互相独立，分别为O—C═N，N═C—O，NR5—C═N，N═C—NR5，N+R52—C═N，N═C—N+R52，O—C═N+R5，N+R5═C—O，S—C═N+R5，N+R5═C—S，S—C═N，N═C—S，R1、R2和R3各自独立地是H或取代基，或相应的杂环化合物，其中至少有一个基团—CR1═，—CR2═，CR3═被取代为—N，R5在每种情况下独立地是H或取代基R7，互相独立地为H，C1-12-烷基或C6-12-芳基，或金属配合物的环状化合物或与矿酸，氯化物，硫酸盐，双硫酸盐，磷酸盐，氢磷酸盐，硝酸盐，BF4−或甲烷磺酸盐形成相反离子X−的复合物存在于阳离子环状结构中，作为光吸收剂，OLED中的空穴注入层材料，OLED中的发光化合物，相转移催化剂或用于分散颜料或光学数据存储的协同剂。
• An efficient solution phase synthesis of triazadibenzoazulenones: ‘designer isonitrile free’ methodology enabled by microwaves
  作者：Christopher Hulme、Shashi Chappeta、Chris Griffith、Yeon-Sun Lee、Justin Dietrich

  DOI：10.1016/j.tetlet.2009.02.099

  日期：2009.4

  A novel two-step solution phase protocol for the synthesis of arrays of triazadibenzoazulenones is reported. The methodology employs the Ugi reaction to assemble desired diversity and acid treatment enables two tandem ring closing transformations. The order of ring closure is shown to be key for optimal conversion to the desired tetra-cyclic product and initially proceeds through a benzimidazole intermediate, followed by second ring closure to give the desired fused benzodiazepine. The two-step protocol is further facilitated by microwave irradiation. Prudent selection of the isonitrile reagent enables the correct order of ring forming events. As such the methodology represents the first example of a post-condensation Ugi modification that employs two internal amino nucleophiles. (C) 2009 Elsevier Ltd. All rights reserved.
• A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, Boc anhydride, and 2-chloro-N-methyl pyridinium iodide
  作者：Chhaya Verma、Somesh Sharma、Arunendra Pathak

  DOI：10.1016/j.tetlet.2013.10.034

  日期：2013.12

  A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with Boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability, and preparation from readily available raw materials. (C) 2013 Elsevier Ltd. All rights reserved.