龙胆酸叔丁酯 | 154715-77-2

• 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: 龙胆酸叔丁酯
• 英文名称: tert-butyl 2,5-dihydroxybenzoate
• CAS: 154715-77-2
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: VQGTYFGVHQDLGM-UHFFFAOYSA-N

物化性质

• 熔点：
  77-78 °C
• 沸点：
  344.7±22.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  龙胆酸叔丁酯 在 C₁₈H₂₂N₂O 、 copper(II) bis(trifluoromethanesulfonate) 、 magnesium sulfate 、 silver(l) oxide 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Cu / SPDO催化的[3 + 2]环加成反应对映体选择性构建2-芳基-2,3-二氢苯并呋喃支架

  摘要：

  通过Cu / SPDO催化醌酯和苯乙烯衍生物之间的[3 + 2]环加成反应，开发了一种新的有效方法来制备2-芳基-2,3-二氢苯并呋喃支架。该方法具有出色的对映选择性（高达99％ee），高产率（高达96％）和广泛的底物耐受性。此外，使用该反应作为关键转化，还可以通过两步或三步实现从市售原料中天然合成呋喃呋喃A和B的不对称合成。

  DOI：

  10.1021/acs.orglett.0c04241
• 作为产物：
  描述：

  2,5-二羟基苯甲酸 、 叔丁醇 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N'-羰基二咪唑 作用下， 生成 龙胆酸叔丁酯
  参考文献：
  名称：

  用于金属离子测定的新型近红外花青染料的合成

  摘要：

  四个七次甲基花青染料10，19-21含有邻位金属离子络合-羟基羧基官能和在λmax（甲醇）761±1nm的已经合成吸收。

  DOI：

  10.1002/jhet.5570330652

文献信息

• [EN] COMPOSITIONS AND METHODS FOR DETERMINING THE PRESENCE OF ACTIVE LEUKOCYTE CELLS USING AN ELECTROCHEMICAL ASSAY<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR DÉTERMINER LA PRÉSENCE DE CELLULES LEUCOCYTAIRES ACTIVES À L'AIDE D'UN DOSAGE ÉLECTROCHIMIQUE
  申请人：PARVIZI SURGICAL INNOVATION LLC

  公开号：WO2020069176A1

  公开（公告）日：2020-04-02

  A substrate composition for leukocyte esterases comprising a monoester, said monoester being one of an α-amino acid ester or an α-hydroxy acid ester, with specificity for leukocyte esterases, said monoester having a first moiety for participating in a redox reaction, and a second moiety comprising an amine blocking or alcohol blocking group.

  一种用于白细胞酯酶的底物组合物，包括一种单酯，所述单酯是α-氨基酸酯或α-羟基酸酯之一，对白细胞酯酶具有特异性，所述单酯具有用于参与氧化还原反应的第一基团，以及包括胺阻滞或醇阻滞基团的第二基团。
• ONIUM SALTS AND POSITIVE RESIST MATERIALS USING THE SAME
  申请人：——

  公开号：US20030096189A1

  公开（公告）日：2003-05-22

  Disclosed are novel onium salts represented by general formula (R) 3 S + M, wherein three R's may be the same or different, each being an aryl group, provided that at least one of R's is a t-alkoxy substituted phenyl group, and M is an anion capable of foxing the sulfonium salts; and high energy radiation-responsive positive resist materials using said novel onium salts as acid generator.

  公开了通式（R）代表的新型鎓盐 3 S &plus； M，其中三个 R 可以相同或不同，每个都是芳基，但至少有一个 R 是 t-烷氧基取代的苯基，M 是能够使锍盐氧化的阴离子；以及使用所述新型锍盐作为酸发生器的高能辐射响应型正抗蚀剂材料。
• 10.1248/cpb.c24-00231
  作者：Sawama, Yoshinari、Nakajima, Keiichiro、Aijima, Takaaki、Mae, Miyu、Komagawa, Shinsuke、Nakata, Hiroki、Sajiki, Hironao、Akai, Shuji

  DOI：10.1248/cpb.c24-00231

  日期：——

  Dihydrobenzofuran is an important skeleton for bioactive compounds and natural products. Hydroquinones can be easily modified into substituted hydroquinones, which effectively undergo oxidation to produce the corresponding benzoquinone derivatives. Benzoquinones are reactive electrophiles that are frequently utilized in coupling with olefins to dihydrobenzofurans. Herein, we report the one-pot oxidative

  二氢苯并呋喃是生物活性化合物和天然产物的重要骨架。对苯二酚可以很容易地修饰成取代的对苯二酚，其有效地进行氧化生成相应的苯醌衍生物。苯醌是反应性亲电子试剂，经常用于与烯烃偶联生成二氢苯并呋喃。在此，我们报道了在路易斯酸性FeCl 3和2,3-二氯-5,6-二氰基-p-存在下，C2位带有吸电子基团的对苯二酚与烯烃一锅氧化偶联生成二氢苯并呋喃。苯醌（DDQ）氧化剂。此外，该方法还应用于N-吸电子基团取代的4-氨基苯酚的氧化偶联。  全尺寸图像
• A Route to 1,4-Disubstituted Aromatics and Its Application to the Synthesis of the Antibiotic Culpin
  作者：Rajesh Sunasee、Derrick L. J. Clive

  DOI：10.1021/jo8015192

  日期：2008.10.17

  A method is described for converting tert-butyl benzoates or tert-butyl 1-naphthoates into derivatives having an alkyl or substituted alkyl group in a 1,4-relationship to an alkyl, aryl, alkenyl, or alkynyl group. Key steps in the sequence are (i) addition of an organometallic species to a cross-conjugated cyclohexadienone obtained by Birch alkylation of a tert-butyl benzoate or a tert-butyl 1-naphthoate, followed by allylic oxidation, and (ii) treatment with BiCl3 center dot H2O, which results in removal of the tertbutyl group and spontaneous decarboxylative aromatization. The method was applied to the synthesis of the antimicrobial fungal metabolite culpin.
• New Inhibitors of Angiogenesis with Antitumor Activity in Vivo
  作者：Nagore I. Marín-Ramos、Dulce Alonso、Silvia Ortega-Gutiérrez、Francisco J. Ortega-Nogales、Moisés Balabasquer、Henar Vázquez-Villa、Clara Andradas、Sandra Blasco-Benito、Eduardo Pérez-Gómez、Ángeles Canales、Jesús Jiménez-Barbero、Ana Marquina、Jaime Moscoso del Prado、Cristina Sánchez、Mar Martín-Fontecha、María L. López-Rodríguez

  DOI：10.1021/jm5019252

  日期：2015.5.14

  Angiogenesis is a requirement for the sustained growth and proliferation of solid tumors, and the development of new compounds that induce a sustained inhibition of the proangiogenic signaling generated by tumor hypoxia still remains as an important unmet need. In this work, we describe a new antiangiogenic compound (22) that inhibits proangiogenic signaling under hypoxic conditions in breast cancer cells. Compound 22 blocks the MAPK pathway, impairs cellular migration under hypoxic conditions, and regulates a set of genes related to angiogenesis. These responses are mediated by HIF-1 alpha, since the effects of compound 22 mostly disappear when its expression is knocked-down. Furthermore, administration of compound 22 in a xenograft model of breast cancer produced tumor growth reductions ranging from 46 to 55% in 38% of the treated animals without causing any toxic side effects. Importantly, in the responding tumors, a significant reduction in the number of blood vessels was observed, further supporting the mechanism of action of the compound. These findings provide a rationale for the development of new antiangiogenic compounds that could eventually lead to new drugs suitable for the treatment of some types of tumors either alone or in combination with other agents.