(3,4-二甲氧基苯基)甲硫醇 | 54810-59-2

• 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: (3,4-二甲氧基苯基)甲硫醇
• 英文名称: 3,4-dimethoxytoluene-α-thiol
• 英文别名: 3,4-dimethoxybenzyl mercaptane；3,4-dimethoxybenzyl thiol；(3,4-dimethoxy-phenyl)-methanethiol；(3,4-Dimethoxy-phenyl)-methanthiol；3,4-Dimethoxytoluol-α-thiol；3,4-Dimethoxybenzylmercaptan；(3,4-Dimethoxyphenyl)methanethiol
• CAS: 54810-59-2
• 化学式: C₉H₁₂O₂S
• 分子量: 184.259
• InChiKey: LCYWBZHEAHZANR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  19.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3,4-二甲氧基苯基)甲硫醇 在 sodium hydroxide 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 49.5h， 生成 3,4-dimethoxybenzyl 3,4-(methylenedioxy)benzyl sulfoxide
  参考文献：
  名称：

  Oxidative Biaryl Coupling Reaction of Phenol Ether Derivatives Using a Hypervalent Iodine(III) Reagent

  摘要：

  The hypervalent iodine(III)-induced intramolecular biaryl coupling reaction of phenol ether derivatives (nonphenolic derivatives) was investigated with the aim of preparing various dibenzo heterocyclic compounds. 1,3-Diarylpropanes (1a-e), N-benzyl-N-phenethylamines (2a-c) and N,N-dibenzylamines (3a-e) react with a hypervalent iodine reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA), containing BF3. Et2O in CH2Cl2 to give the biaryl coupling products (4-6) in good yield. As an application of the reaction, we examined the synthesis of oxygen- and sulfur-containing dibenzoheterocyclic compounds (12-15), whose side chain moiety could be easily cleaved by the known method to give 2,2'-substituted biphenyl compounds (16-18).

  DOI：

  10.1021/jo980704f
• 作为产物：
  描述：

  3,4-二甲氧基苄氯 在 sodium hydrogensulfide 作用下， 生成 (3,4-二甲氧基苯基)甲硫醇
  参考文献：
  名称：

  Jenny, Corrosion et Anticorrosion, 1956, vol. 4, p. 4,15

  摘要：

  DOI：

文献信息

• Facile aromatic nucleophilic substitution (S_NAr) reactions in ionic liquids: an electrophile–nucleophile dual activation by [Omim]Br for the reaction
  作者：Xiao Zhang、Guo-ping Lu、Chun Cai

  DOI：10.1039/c6gc01742h

  日期：——

  A facile aromatic nucleophilic substitution reaction (SNAr) in recyclable [Omim]Br under relatively mild conditions has been described. An electrophile-nucleophile dual activation by [Omim]Br is also discovered based on control experiments,...

  已经描述了在相对温和的条件下在可再循环的[Omim] Br中的容易的芳族亲核取代反应（SNAr）。基于对照实验，还发现了[Omim] Br引起的亲电亲核双重激活，...
• DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS
  申请人：Chiesi Farmaceutici S.p.A.

  公开号：US20130079313A1

  公开（公告）日：2013-03-28

  The invention relates to inhibitors of the phosphodiesterase 4 (PDE4) enzyme. More particularly, the invention relates to compounds that are derivatives of 1-phenyl-2-pyridinyl alkyl alcohols, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

  这项发明涉及磷酸二酯酶4（PDE4）的抑制剂。更具体地，该发明涉及1-苯基-2-吡啶基烷基醇衍生物，制备这类化合物的方法，含有它们的组合物以及它们的治疗用途。
• The thio-adduct facilitated, enzymatic kinetic resolution of 4-hydroxycyclopentenone and 4-hydroxycyclohexenone
  作者：Aisling O'Byrne、Cian Murray、Dearbhla Keegan、Carole Palacio、Paul Evans、Ben S. Morgan

  DOI：10.1039/b916506a

  日期：——

  The addition of 3,4-dimethoxybenzyl thiol 8, as a benzyl thiol surrogate, to racemic 4-hydroxycyclopent-2-enone 2 and 4-hydroxycyclohex-2-enone 15 gave the corresponding cis-adducts (±)-3-(3,4-dimethoxybenzylthio)-4-hydroxycyclopentanone 4b and (±)-3-(3,4-dimethoxybenzylthio)-4-hydroxycyclohexanone 16 with good diastereocontrol. In both cases, subsequent treatment with vinyl acetate, in the presence of a lipase enabled enantiomer resolution. Thus, (+)-16 and the acetate of its enantiomer, (–)-(1R,2S)-2-(3,4-dimethoxybenzylthio)-4-oxocyclohexyl acetate, (–)-17 were isolated in 98% enantiomeric excess. Based on the 1,4-dioxygenation pattern, (–)-17 can be used to prepare both enantiomers of 4-(tert-butyldimethylsilyloxy)cyclohex-2-enone 19. Firstly, saponification, with a sub-stoichiometric amount of NaOMe, followed by a one-pot silyl ether formation–sulfide elimination sequence gave (+)-19. Then using the same starting material a 6-step sequence, featuring a diastereoselective NaBH4 reduction and a Cope-type sulfoxide elimination, gave (–)-19.

  将 3,4-二甲氧基苄基硫醇 8（作为苄基硫醇的代用品）加到外消旋 4-羟基环戊-2-烯酮 2 和 4-羟基环己-2-烯酮 15 中，可得到相应的顺式加成物 (±)-3-(3、(±)-3-(3,4-二甲氧基苄硫基)-4-羟基环戊酮 4b 和 (±)-3-(3,4-二甲氧基苄硫基)-4-羟基环己酮 16。在这两种情况下，随后在脂肪酶存在下用乙酸乙烯酯进行处理，都能实现对映体的解析。因此，(+)-16 及其对映体(-)-(1R,2S)-2-(3,4-二甲氧基苄硫基)-4-氧代环己基乙酸酯(-)-17 的对映体过量率为 98%。根据 1,4-二氧代模式，(-)-17 可用于制备 4-(叔丁基二甲基硅氧基)环己-2-烯酮 19 的两种对映体。首先，使用亚几何量的 NaOMe 进行皂化，然后通过硅醚形成-硫化物消除的一锅式顺序制备出 (+)-19。然后使用相同的起始原料，经过 6 个步骤，包括非对映选择性 NaBH4 还原和 Cope 型亚砜消除，得到了 (-)-19。
• Epoxycarboxamide compound, azide compound, and amino alcohol compound, and process for preparing alpha-keto amide compound using them
  申请人：Seikagaku Corporation

  公开号：US20030153788A1

  公开（公告）日：2003-08-14

  The present invention is to provide manufacturing intermediates which can be led to useful &agr;-ketoamide compounds having protease-inhibiting activity extremely economically and stereoselectively, and to provide epoxycarboxamide compounds, azide compounds and amino alcohol compounds represented by the following formulae: 1 wherein R 1 and R 2 each represents alkyl group, alkenyl group, aromatic hydrocarbon group or heterocyclic group; R 3 represents alkyl group, alkenyl group, aromatic hydrocarbon group, heterocyclic group, R 6 —O— or R 7 —N(R 8 )—; where R 6 represents alkyl group, alkenyl group, aromatic hydrocarbon group or heterocyclic group; R 7 and R 8 each represents hydrogen atom, alkyl group, alkenyl group, aromatic hydrocarbon group or heterocyclic group, and, R 4 and R 5 represent the same groups as R 7 and R 8 , respectively, and R 4 and R 5 optionally form a ring together; and X represents —O— or —N(R 9 )—, where R 9 represents hydrogen atom or alkyl group, and X optionally forms a ring together with R 4 or R 5 , and processes for preparing &agr;-keto amide compound using the same.

  本发明旨在提供制造中间体，以极其经济和立体选择性地导向有蛋白酶抑制活性的有用α-酮酰胺化合物，并提供由以下式表示的环氧羧酰胺化合物，叠氮化合物和氨基醇化合物：其中R1和R2分别表示烷基，烯基，芳香族烃基或杂环基；R3表示烷基，烯基，芳香族烃基，杂环基，R6-O-或R7-N（R8）-；其中R6表示烷基，烯基，芳香族烃基或杂环基；R7和R8分别表示氢原子，烷基，烯基，芳香族烃基或杂环基，而R4和R5分别表示与R7和R8相同的基团，R4和R5可选择性地共同形成环；X表示-O-或-N（R9）-，其中R9表示氢原子或烷基，X可选择性地与R4或R5共同形成环，以及使用它们制备α-酮酰胺化合物的方法。
• SYNTHESIS OF RESVERATROL-BASED NATURAL PRODUCTS
  申请人：Snyder Scott Alan

  公开号：US20100247462A1

  公开（公告）日：2010-09-30

  Processes for synthesizing resveratrol-based oligomers are provided. In addition, resveratrol-based oligomer compounds free of plant extract are provided.

  提供了合成白藜芦醇基寡聚物的过程。此外，还提供了不含植物提取物的白藜芦醇基寡聚物化合物。