3-甲氧基-2-(三氟甲基磺酰氧基)苯甲酸甲酯 | 132338-45-5

• 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: 3-甲氧基-2-(三氟甲基磺酰氧基)苯甲酸甲酯
• 英文名称: methyl 2-trifluoromethanesulphonyloxy-3-methoxybenzoate
• 英文别名: methyl 3-methoxyl-2-(trifluoromethylsulfonyloxy)benzoate；3-methoxy-2-(trifluoromethane-sulphonyloxy)-benzoic acid, methyl ester；methyl 2-trifluoromethanesulfonyloxy-3-methoxybenzoate；2-[(Trifluoromethyl)sulfonyloxy]-3-methoxybenzoic acid methyl ester；methyl 3-methoxy-2-(trifluoromethylsulfonyloxy)benzoate
• CAS: 132338-45-5
• 化学式: C₁₀H₉F₃O₆S
• 分子量: 314.239
• InChiKey: DZIPQHHGEXZIQX-UHFFFAOYSA-N

物化性质

• 沸点：
  374.5±42.0 °C(Predicted)
• 密度：
  1.477±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  87.3
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-甲氧基-2-(三氟甲基磺酰氧基)苯甲酸甲酯 在 manganese(IV) oxide 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 palladium 10% on activated carbon 、 氢气 、 四丁基碘化铵 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 64.0h， 生成 3-methoxy-2-(4-methoxyphenethyl)benzaldehyde
  参考文献：
  名称：

  Concise Route to 3-Arylisoquinoline Skeleton by Lewis Acid Catalyzed C(sp³)–H Bond Functionalization and Its Application to Formal Synthesis of (±)-Tetrahydropalmatine

  摘要：

  An expeditious route to furnish an isoquinoline skeleton via hydride shift mediated C-H bond functionalization was developed. In this process, an unusual [1,5]-H shift without the assistance of the adjacent heteroatom took place to produce tetrahydroisoquinoline derivatives in good to excellent chemical yields. The formal synthesis of (+/-)-tetrahydropalmatine was achieved by exploiting this new transformation.

  DOI：

  10.1021/ol300180w
• 作为产物：
  描述：

  3-甲氧基水杨酸 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 3-甲氧基-2-(三氟甲基磺酰氧基)苯甲酸甲酯
  参考文献：
  名称：

  Parallel synthesis of 9-aminoacridines and their evaluation against chloroquine-resistant Plasmodium falciparum

  摘要：

  A parallel synthetic strategy to the 9-aminoacridine scaffold of the classical anti-malarial drug quinacrine (2) is presented. The method features a new route to 9-chloroacridines that utilizes triflates of salicylic acid derivatives, which are commercially available in a variety of substitution patterns. The route allows ready variation of the two diversity elements present in this class of molecules: the tricyclic aromatic heterocyclic core, and the disubstituted diamine sidechain. In this study, a library of 175 compounds was designed, although only 93 of the final products had purities acceptable for screening. Impurity was generally due to incomplete removal of 9-acridones (18), a degradation product of the 9-chloroacridine synthetic intermediates. The library was screened against two strains of Plasmodium falciparum, including a model of the drug-resistant parasite, and six novel compounds were found to have IC50 values in the low nanomolar range. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.017

文献信息

• Use of therapeutic benzamide derivatives
  申请人：——

  公开号：US20040044008A1

  公开（公告）日：2004-03-04

  The invention relates to the use of therapeutic benzamide compounds of formula (I). As microsomal triglyceride transfer protein (MTP) inhibitors for treating obesity and post-prandial hyperlipemia. 1

  本发明涉及治疗用苯甲酰胺化合物（I）的使用。作为微粒体甘油三酯转移蛋白（MTP）抑制剂，用于治疗肥胖和餐后高脂血症。
• Biaryl phospholipase A.sub.2 inhibitors
  申请人：Bristol-Myers Squibb

  公开号：US05391817A1

  公开（公告）日：1995-02-21

  Certain novel biaryl compounds are effective phospholipase A.sub.2 (PLA.sub.2) inhibitors.

  某些新型联苯化合物是有效的磷脂酶A.sub.2（PLA.sub.2）抑制剂。
• Aminoalkoxybenzoyl-benzofuran or benzothiophene derivatives, method for preparing same and compositions containing same
  申请人：——

  公开号：US20040010011A1

  公开（公告）日：2004-01-15

  The invention relates to benzofuran or benzothiophene derivatives of general formula: 1 These compounds are of use as medicinal products, in particular in the treatment of pathological syndromes of the cardiovascular system.

  这项发明涉及一般式为苯并呋喃或苯并噻吩衍生物的化合物：1。这些化合物可用作药物产品，特别是用于治疗心血管系统病理综合征。
• Enantioselective Lactonization by π‐Acid‐Catalyzed Allylic Substitution: A Complement to π‐Allylmetal Chemistry
  作者：Arun Raj Kizhakkayil Mangadan、Ji Liu、Aaron Aponick

  DOI：10.1002/anie.202108336

  日期：2021.10.4

  Asymmetric allylic alkylation (AAA) is a powerful method for the formation of highly useful, non-racemic allylic compounds. Here we present a complementary enantioselective process that generates allylic lactones via π-acid catalysis. More specifically, a catalytic enantioselective dehydrative lactonization of allylic alcohols using a novel PdII-catalyst containing the imidazole-based P,N-ligand (S)-StackPhos

  不对称烯丙基烷基化 (AAA) 是形成非常有用的非外消旋烯丙基化合物的有效方法。在这里，我们提出了一种互补的对映选择性过程，该过程通过 π 酸催化生成烯丙内酯。更具体地说，报道了使用含有咪唑基P , N-配体 ( S )-StackPhos的新型 Pd II催化剂对烯丙醇进行催化对映选择性脱水内酯化。高产率反应操作简单，对映选择性高达 99 % ee. 该策略有助于用表面上更好的离去基团替换产品中的不良离去基团，避免因平衡外消旋化而引起的并发症。
• Aminoalkoxybenzoyl-benzofuran or benzothiophene derivatives, method of preparing same and compositions containing same
  申请人：——

  公开号：US20030225100A1

  公开（公告）日：2003-12-04

  Benzothiophenes and related compounds of formula (1), wherein A, B, Z are independently —CH═, —CR 4 ═ or ═N—; X is —S—, —O—, —NH—, —NR 2 , —CH 2 —CH 2 —, CH 2 —CH 2 —CH 2 —, —CH 2 —O—; —OCH 2 —, —CH 2 —S—, —CO—, —SCH 2 —. —N═CR 2 — or —R 2 C═N—; Y is optionally substituted phenyl, alkyl, cycloalkyl, cycloalkenyl, heterocycle or bicyclic ring system; D is —CO—, CR 2 R 3 —, —CONH—, —NHCO—, —CR 2 (OH)—, —CONR 2 , NOR 1 CH—NO 2 N—CN —NR 2 —CO—, —C—, —C—, —C—; E is a single bond, optionally substituted phenyl, heterocycle; Z 1 is —(CH 2 ) p W(CH 2 ) q —, —O(CH 2 ) p CR 5 R 6 — or —O(CH 2 ) p W(CH 2 ) q ; G is —NR 7 R 8 , (a), (b), (c), a 5- or 6-membered saturated, unsaturated or partially unsaturated and optionally substituted heterocycle or a bicyclic amine containing 5 to 12 carbon atoms either bridged or fused and optionally substituted and R is halogen, —NR 2 R 3 , —NHCOR 2 , —NHSO 2 R 2 , —CR 2 R 3 OH, —CONR 2 R 3 , —SO 2 NR 2 R 3 , OH, —OR 1 , —O—COR 1 ; are estrogen agonists which are useful for treating syndromes and diseases caused by estrogen deficiency. 1

  苯并噻吩及其相关化合物的化学式（1），其中A、B、Z分别为—CH，—CR4或N—；X为—S—，—O—，—NH—，—NR2，—CH2—CH2—，CH2—CH2—CH2—，—CH2—O—，—OCH2—，—CH2—S—，—CO—，—SCH2—，—NCR2—或R2CN—；Y为可选择地取代的苯基，烷基，环烷基，环烯基，杂环或双环环系统；D为—CO—，CR2R3—，—CONH—，—NHCO—，—CR2（OH）—，—CONR2，NOR1CH—NO2N—CN—NR2—CO—，—C—，—C—，—C—；E为单键，可选择地取代的苯基，杂环；Z1为—（CH2）pW（CH2）q—，—O（CH2）pCR5R6—或—O（CH2）pW（CH2）q；G为—NR7R8，（a），（b），（c），一种含有5至12个碳原子的5-或6-成员饱和，不饱和或部分不饱和且可选择地取代的杂环或含有5至12个碳原子的双环胺，可以是桥接或融合的，并可选择地取代；R为卤素，—NR2R3，—NHCOR2，—NHSO2R2，—CR2R3OH，—CONR2R3，—SO2NR2R3，OH，—OR1，—OCOR1；是雌激素激动剂，可用于治疗由雌激素缺乏引起的综合征和疾病。