2-methoxycarbonyl-1-methylethyl phenyl sulfide | 29943-38-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-methoxycarbonyl-1-methylethyl phenyl sulfide
• 英文别名: methyl 3-(phenylthio)butyrate；methyl 3-phenylthiobutyrate；3-phenylsulfanyl-butyric acid methyl ester；3-Phenylmercapto-buttersaeure-methylester；β-(phenylthio)butyric acid methyl ester；3-Phenyl-mercapto-buttersaeuremethylester；Butyric acid, 3-(phenylthio)-, methyl ester；methyl 3-phenylsulfanylbutanoate
• CAS: 29943-38-2
• 化学式: C₁₁H₁₄O₂S
• 分子量: 210.297
• InChiKey: HGIOPWJVKFOFPO-UHFFFAOYSA-N

物化性质

• 沸点：
  103 °C(Press: 0.1 Torr)
• 密度：
  1.101 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxycarbonyl-1-methylethyl phenyl sulfide 在 盐酸 作用下， 以 水 为溶剂， 反应 6.0h， 生成 2-羟基羰基-1-甲基乙基苯基硫化物
  参考文献：
  名称：

  使用邻碘氧苯甲酸和四乙基溴化铵作为催化剂，将硫化物温和地化学选择性氧化为亚砜。

  摘要：

  描述了一种在多种溶剂中使用IBX和四乙基溴化铵的温和，选择性和高产率的方法，用于将硫化物氧化为亚砜。该方法的优点是反应时间短，不会过度氧化成砜以及与各种官能团相容。

  DOI：

  10.1021/jo034483b
• 作为产物：
  描述：

  2-(Phenylthio)propionyl chloride 以 甲醇 为溶剂， 生成 2-methoxycarbonyl-1-methylethyl phenyl sulfide
  参考文献：
  名称：

  Rosnati,V. et al., Gazzetta Chimica Italiana, 1970, vol. 100, p. 591 - 608

  摘要：

  DOI：

文献信息

• Convenient One-Pot Synthesis of β-Alkylthio Acid Derivatives from Thioacetates and the Corresponding α,β-Unsaturated Compounds
  作者：Dong Won Lee、Jaesung Choi、Nung Min Yoon

  DOI：10.1080/00397919608003578

  日期：1996.6

  Various β-alkylthio acid derivatives were prepared conveniently from thioacetates and α,β-unsaturated compounds through borohydride exchange resin (BER)-Pd catalyzed transesterification of thioacetates to the corresponding thiols and Michael addition of the resulting thiols to α,β-unsaturated compounds.

  摘要 通过硼氢化物交换树脂 (BER)-Pd 催化硫代乙酸酯与相应硫醇的酯交换反应以及所得硫醇与 α,β-不饱和化合物的迈克尔加成，可以方便地从硫代乙酸酯和 α,β-不饱和化合物制备各种 β-烷基硫代酸衍生物。 .
• Borax as an Efficient Metal-Free Catalyst for Hetero-Michael Reactions in an Aqueous Medium
  作者：Sahid Hussain、Saitanya K. Bharadwaj、Mihir K. Chaudhuri、Harjyoti Kalita

  DOI：10.1002/ejoc.200600691

  日期：2007.1

  Borax, a naturally occurring material, very efficiently catalyzed the conjugate addition of thiols, dithiols and amines to α,β-unsaturated ketones, nitriles, amides, aldehydes and esters in an aqueous medium to afford the corresponding Michael adducts in good yields at room temperature. Recycling of the catalyst and scaling up of the reactions are important attributes of this catalysis. The reactions

  硼砂是一种天然存在的材料，在水性介质中非常有效地催化硫醇、二硫醇和胺与 α,β-不饱和酮、腈、酰胺、醛和酯的共轭加成，在室温下以良好的收率提供相应的迈克尔加合物. 催化剂的再循环和反应的放大是这种催化的重要属性。硫醇和二硫醇的反应比相应的胺更容易。
• Enantioselective bifunctional iminophosphorane catalyzed sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters
  作者：Jinchao Yang、Alistair J. M. Farley、Darren J. Dixon

  DOI：10.1039/c6sc02878k

  日期：——

  The highly enantioselective sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters catalyzed by a bifunctional iminophosphorane (BIMP) organocatalyst is described.

  烷基硫醇对未活化的β-取代-α,β-不饱和酯的高对映选择性磺酰-迈克尔加成反应，由双功能亚磷酰胺（BIMP）有机催化剂催化。
• The conjugate addition-aldol tandem reaction of α,β-unsaturated esters catalyzed by lithium benzenethiolate
  作者：Masashi Ono、Katsumi Nishimura、Yasuo Nagaoka、Kiyoshi Tomioka

  DOI：10.1016/s0040-4039(98)02664-1

  日期：1999.2

  Reactions of α,β-unsaturated esters with aldehydes were catalyzed by 0.2 equiv of lithium benzenethiolate in the presence of phenyl trimethylsilyl sulfide to afford the conjugate addition-aldol tandem reaction products in the anti stereoselectivity and good to high yields.

  在苯基三甲基甲硅烷基硫化物的存在下，通过0.2当量的苯硫醇锂催化α，β-不饱和酯与醛的反应，从而以反立体选择性和良好至高收率的方式提供共轭加成-醛醇串联反应产物。
• 1,4-Dihydro-4-oxo-benzothiopyrano (4,3-b)pyridine-2-carboxylates and
  申请人：Ayerst McKenna and Harrison Ltd.

  公开号：US04060619A1

  公开（公告）日：1977-11-29

  Compounds of formula 1 ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different selected from the group consisting of hydrogen, halogen, nitro, trifluoromethyl, lower alkyl and lower alkoxy, or R.sup.1 and R.sup.2, R.sup.2 and R.sup.3, or R.sup.3 and R.sup.4 together form a CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 chain and R.sup.3 and R.sup.4, R.sup.1 and R.sup.4 and R.sup.1 and R.sup.2, respectively, are as defined above, R.sup.5 is hydrogen, lower alkyl or a radical of formula -Alk-OR.sup.6 wherein Alk is an alkylene selected from the group consisting of CR.sup.7 R.sup.8, CR.sup.7 R.sup.8 CR.sup.9 R.sup.10, CR.sup.7 R.sup.8 CR.sup.9 R.sup.10 CR.sup.11 R.sup.12 and CR.sup.7 R.sup.8 CR.sup.9 R.sup.10 CR.sup.11 R.sup.12 CR.sup.13 R.sup.14 wherein each of R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12, R.sup.13 and R.sup.14 is hydrogen or lower alkyl and R.sup.6 is hydrogen or lower alkyl; R.sup.15 is hydrogen or lower alkyl; X is O, S, SO or SO.sub.2 ; and Y is O or NR.sup.16 wherein R.sup.16 is hydrogen or lower alkyl, are disclosed. The compounds of formula 1 are useful for treating allergic conditions and for treating microbial infections. Methods for the preparation and use of said compounds are disclosed.

  公式1的化合物##STR1##其中R.sup.1、R.sup.2、R.sup.3和R.sup.4从氢、卤素、硝基、三氟甲基、低烷基和低烷氧中选择相同或不同，或R.sup.1和R.sup.2、R.sup.2和R.sup.3、或R.sup.3和R.sup.4一起形成一个CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2链，且R.sup.3和R.sup.4、R.sup.1和R.sup.4以及R.sup.1和R.sup.2分别如上所定义，R.sup.5为氢、低烷基或公式-Alk-OR.sup.6的基团，其中Alk为从CR.sup.7 R.sup.8、CR.sup.7 R.sup.8 CR.sup.9 R.sup.10、CR.sup.7 R.sup.8 CR.sup.9 R.sup.10 CR.sup.11 R.sup.12和CR.sup.7 R.sup.8 CR.sup.9 R.sup.10 CR.sup.11 R.sup.12 CR.sup.13 R.sup.14中选择的烷基，其中每个R.sup.7、R.sup.8、R.sup.9、R.sup.10、R.sup.11、R.sup.12、R.sup.13和R.sup.14为氢或低烷基，R.sup.6为氢或低烷基；R.sup.15为氢或低烷基；X为O、S、SO或SO.sub.2；Y为O或NR.sup.16，其中R.sup.16为氢或低烷基，已被披露。公式1的化合物用于治疗过敏症和治疗微生物感染。已披露了制备和使用所述化合物的方法。