巯基乙酸苄酯 | 7383-63-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 巯基乙酸苄酯
• 英文名称: benzyl 2-mercaptoacetate
• 英文别名: benzyl thioglycolate；benzyl mercaptoacetate；mercaptoacetic acid benzyl ester；Mercapto-essigsaeure-benzylester；benzyl 2-sulfanylacetate
• CAS: 7383-63-3
• 化学式: C₉H₁₀O₂S
• mdl: MFCD04070643
• 分子量: 182.243
• InChiKey: XTCXSNIRIUQZLY-UHFFFAOYSA-N

物化性质

• 沸点：
  248 °C
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  2-溴乙酸苄酯	Benzyl bromoacetate	5437-45-6	C9H9BrO2	229.073

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	((R)-2,3-Dihydroxy-propylsulfanyl)-acetic acid benzyl ester	717920-86-0	C12H16O4S	256.323
  十二酸苯甲酯	benzyl dodecanoate	140-25-0	C19H30O2	290.446
  ——	benzyl 8-chlorooctanoate	——	C15H21ClO2	268.784
  ——	Benzyl 5,5-dimethylhexanoate	——	C15H22O2	234.338
  ——	benzyl 3-cyclopentylpropanoate	——	C15H20O2	232.323
  ——	benzyl 3-cyclohexylpropanoate	——	C16H22O2	246.349

反应信息

• 作为反应物：
  描述：

  巯基乙酸苄酯 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 55.5h， 生成 [(R)-3-(Bis-benzyloxy-phosphoryloxy)-2-hydroxy-propylsulfanyl]-acetic acid benzyl ester
  参考文献：
  名称：

  Selective Inhibition of Trypanosoma brucei 6-Phosphogluconate Dehydrogenase by High-Energy Intermediate and Transition-State Analogues

  摘要：

  Two series of compounds were designed to mimic the transition state and high-energy intermediates (HEI) of the enzymatic reaction of 6-phosphogluconate dehydrogenase (6PGDH). Sulfoxide analogues (7-11) were designed to mimic the transition state during the oxidation of the substrate to 3-keto-6-phosphogluconate, an enzyme-bound intermediate of the enzyme. Hydroxamate and amide derivatives Of D-erythronic acid were designed to mimic the 1,2-cis-enediol HEI of the 6PGDH reaction. These two series of compounds were assayed as competitive inhibitors of the Trypanosoma brucei and sheep liver enzymes, and their selectivity value (ratio sheep/parasite) was calculated. The sulfoxide transition-state analogues showed weak and selective inhibition of the T. brucei enzyme. The hydroxamic derivatives showed potent and selective inhibition of the T brucei 6PGDH with a K-i in the nanomolar range.

  DOI：

  10.1021/jm031066i
• 作为产物：
  描述：

  benzyl S-(4,4'-dimethoxytrityl)mercaptoacetate 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到巯基乙酸苄酯
  参考文献：
  名称：

  固相巯基乙酸对 N-Nosyl-α-氨基酸的脱保护

  摘要：

  已开发出一种简单有效的固体负载硫醇合成方法。巯基乙酸首先被二甲氧基三苯甲基保护，然后通过酯键固定在 Wang 树脂上。硫醇官能团的脱保护产生了树脂负载的巯基乙酸，这是一种有用的负载型硫醇试剂，可用于聚合物辅助的溶液相去除肽合成中 α-氨基酸的氨基官能团中的 nosyl (Ns) 基团。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejoc.200900271

文献信息

• Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols
  作者：John M. Lopp、Valerie A. Schmidt

  DOI：10.1021/acs.orglett.9b03018

  日期：2019.10.4

  report herein the development of a S atom transfer process using triethyl phosphite as the S atom acceptor that allows thiols to serve as precursors of C-centered radicals. A range of functionalized and electronically unbiased alkenes including those containing common heteroatom-based functional groups readily participate in this reductive coupling. This process is driven by the exchange of relatively

  我们在此报告使用亚磷酸三乙酯作为S原子受体的S原子转移过程的发展，该过程允许硫醇充当C中心自由基的前体。包括含有常见的基于杂原子的官能团的烯烃在内的一系列官能化的和电子无偏的烯烃很容易参与该还原偶联。此过程是由相对较弱的脂肪族硫醇的S–H和C–S键交换为所形成产物的C–H，C–C和S–P键所驱动。
• METHOD FOR PROMOTING PLANT GROWTH
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150282482A1

  公开（公告）日：2015-10-08

  The present invention provides a method for promoting plant growth, which comprises treating a plant with a compound represented by the following Formula (1): provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (8) is excluded: (1) Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (2) Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (3) Methyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (4) Methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (5) Ethyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (6) Ethyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (7) Ethyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, and (8) Ethyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate.

  本发明提供了一种促进植物生长的方法，包括用下式表示的化合物处理植物： 只要排除用与以下任一化合物相对应的化合物处理植物的促进植物生长方法：(1) 甲基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(2) 甲基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(3) 甲基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(4) 甲基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(5) 乙基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(6) 乙基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(7) 乙基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，以及(8) 乙基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯。
• Posaconazole derivative, pharmaceutical composition and use thereof
  申请人：WUHAN LL SCIENCE AND TECHNOLOGY DEVELOPMENT CO., LTD.

  公开号：US10517867B2

  公开（公告）日：2019-12-31

  The present disclosure provides a posaconazole derivative, a pharmaceutical composition and use thereof, which specifically include a compound represented by the following formula (I), a racemate, stereoisomer, tautomer, oxynitride, or a pharmaceutically acceptable salt thereof: The compounds of the present disclosure have strong antifungal activity, high safety, and good water solubility, without the need for the addition of a cosolvent (such as hydroxypropyl-β-cyclodextrin, sulfobutyl ether-β-cyclodextrin, and the like) with potential safety risks. Furthermore, the formulation process of the compound could have less difficulty and less cost, and therefore can be used to prepare improved antifungal drugs.

  本公开提供一种泊沙康唑衍生物、药物组合物及其用途，具体包括下式（I）所代表的化合物，其外消旋体、立体异构体、互变异构体、氧氮化物或其药学上可接受的盐： 本公开的化合物具有强大的抗真菌活性、高安全性和良好的水溶性，无需添加共溶剂（如羟丙基-β-环糊精、磺基丁醚-β-环糊精等），避免潜在的安全风险。此外，该化合物的配方过程可能更加简单且成本更低，因此可用于制备改良的抗真菌药物。
• [EN] CARBOXAMIDES AS UBIQUITIN-SPECIFIC PROTEASE INHIBITORS<br/>[FR] CARBOXAMIDES UTILISÉES EN TANT QU'INHIBITEURS DE PROTÉASE SPÉCIFIQUE DE L'UBIQUITINE
  申请人：FORMA THERAPEUTICS INC

  公开号：WO2019032863A1

  公开（公告）日：2019-02-14

  The present disclosure relates to modulators, such as inhibitors, of at least one pathway chosen from USP28 and USP25, pharmaceutical compositions comprising the inhibitors, and methods of using the inhibitors. The modulators, such as inhibitors, of at least one pathway chosen from USP28 and USP25 can be useful in the treatment of cancers, among other ailments.

  本公开涉及调节剂，如抑制剂，至少选择自USP28和USP25中的一条途径的药物组合物包括这些抑制剂，以及使用这些抑制剂的方法。这些调节剂，如抑制剂，至少选择自USP28和USP25中的一条途径，可用于治疗癌症等疾病。
• Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions
  作者：Ya Dong、Ruining Li、Junliang Zhou、Zhankui Sun

  DOI：10.1021/acs.orglett.1c02208

  日期：2021.8.20

  Herein we report a photocatalytic oxidative radical addition reaction for the synthesis of unsymmetrical 1,4-dicarbonyl compounds. This reaction utilizes a desulfurization process to generate electrophilic radicals, which add to α-halogenated alkenes and undergo further oxidation to deliver 1,4-dicarbonyl compounds. This mild and highly efficient method provides a valuable alternative to known strategies

  在此，我们报道了一种用于合成不对称 1,4-二羰基化合物的光催化氧化自由基加成反应。该反应利用脱硫过程产生亲电自由基，该自由基与 α-卤代烯烃相加并进一步氧化以产生 1,4-二羰基化合物。这种温和且高效的方法为已知策略提供了一种有价值的替代方法。