1-phenyl-2-hydroxylethanesulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-2-hydroxylethanesulfonate
• 英文别名: 1-Phenyl-2-hydroxyethan-1-sulfonsaeure；2-hydroxy-1-phenyl-ethanesulfonic acid；2-Hydroxy-1-phenyl-aethansulfonsaeure；2-Hydroxy-1-phenylethanesulfonic acid
• 化学式: C₈H₁₀O₄S
• 分子量: 202.231
• InChiKey: KAOIVMUQNVLXMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-iodo-2-phenylethanol 在 亚硫酸氢铵 、 乙醚 作用下， 生成 1-phenyl-2-hydroxylethanesulfonate
  参考文献：
  名称：

  The Reaction of Bisulfite with Epoxy Compounds

  摘要：

  DOI：

  10.1021/ja01103a035

文献信息

• [EN] A METHOD FOR PREPARING SULFUR-CONTAINING COMPOUNDS<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION DE COMPOSÉS CONTENANT DU SOUFRE
  申请人：ROYAL COLLEGE OF SURGEONS IE

  公开号：WO2010066450A1

  公开（公告）日：2010-06-17

  The invention provides a method for preparing sulfur-containing compounds, the method comprising reacting a donor compound comprising at least one sulfur having at least one lone pair of electrons, with an acceptor compound; wherein the reaction occurs in the presence of an amine, optionally an amine catalyst, capable of activating the sulfur having at least one lone pair of electrons; and wherein the reaction occurs via the formation of an transient intermediate species, optionally a transient intermediate species, between the amine, optionally the amine catalyst and the donor compound; and wherein the donor compound is selected from the group consisting of a sulfurous acid, a sulfenic acid and a sulfinic acid or a salt, ester or amide of a sulfurous acid, a sulfenic acid and a sulfinic acid. The invention also provides sulfur-containing compounds of the formula: wherein R is selected from: (a) 1 -(4-Nitro-phenyl)-3-oxo-3-phenyl-propane; (b) 2-(3-Methyl-4-nitro-isoxazol-5-yl)-1 -phenyl-ethane; (c) 1-(4-Methoxy-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; (d) 2-(3-Methyl-4-nitro-isoxazol-5-yl)-1-(4-nitro-phenyl)-ethane; (e) 1-(4-Fluoro-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; (f) 1 -(4-Chloro-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; and (g) 3-Oxo-cyclohexane. Finally, the invention provides use of chiral sulfur-containing compounds obtainable by the above-mentioned method or chiral sulfur-containing compounds as mentioned above for the resolution of racemic mixtures of amines.

  该发明提供了一种制备含硫化合物的方法，该方法包括将包含至少一个硫原子且至少一个孤对电子的给体化合物与受体化合物反应；其中，在胺的存在下进行反应，可选地，在能够激活至少一个硫原子具有至少一个孤对电子的胺的存在下进行反应；反应通过形成瞬态中间体物种进行，可选地，通过胺、可选地胺催化剂和给体化合物之间的瞬态中间体物种进行反应；给体化合物选自包括亚硫酸、亚硫酸和亚砜酸或亚硫酸、亚硫酸和亚砜酸的盐、酯或酰胺的群；该发明还提供了符合以下公式的含硫化合物：其中R选自：(a) 1-(4-硝基苯基)-3-氧代-3-苯基-丙烷；(b) 2-(3-甲基-4-硝基异噁唑-5-基)-1-苯基-乙烷；(c) 1-(4-甲氧基苯基)-2-(3-甲基-4-硝基异噁唑-5-基)-乙烷；(d) 2-(3-甲基-4-硝基异噁唑-5-基)-1-(4-硝基苯基)-乙烷；(e) 1-(4-氟苯基)-2-(3-甲基-4-硝基异噁唑-5-基)-乙烷；(f) 1-(4-氯苯基)-2-(3-甲基-4-硝基异噁唑-5-基)-乙烷；和(g) 3-氧代环己烷。最后，该发明提供了通过上述方法获得的手性含硫化合物或上述提到的手性含硫化合物用于分离胺的外消旋混合物。
• Selective Oxyfunctionalisation Reactions Driven by Sulfite Oxidase‐Catalysed <i>In Situ</i> Generation of H ₂ O ₂
  作者：Morten M. C. H. Schie、Alexander T. Kaczmarek、Florian Tieves、Patricia Gomez de Santos、Caroline E. Paul、Isabel W. C. E. Arends、Miguel Alcalde、Günter Schwarz、Frank Hollmann

  DOI：10.1002/cctc.201902297

  日期：2020.6.18

  same time. The biocatalysts, in turn, are able to catalyse an array of interesting oxygen insertion reactions at enantio‐ and regio‐selectivities hard to attain with classical chemical methods. The sensitivity of most peroxygenases towards H2O2, however, requires this oxidant to be generated in situ . Here, we suggest the application of (modified) sulfite oxidases to couple the oxidation of sulfites

  H 2 O 2可以被几种过氧化酶接受为清洁氧化剂，能够同时提供必要的电子和氧原子。反过来，生物催化剂能够以经典化学方法难以达到的对映和区域选择性催化一系列有趣的氧插入反应。但是，大多数过氧合酶对H 2 O 2的敏感性要求这种氧化剂在原位产生。。在此，我们建议应用（修饰的）亚硫酸盐氧化酶将亚硫酸盐的氧化与氧的还原偶联。这使我们能够使用亚硫酸钙（一种洗涤烟气的工业废品）作为电子供体，以减少氧气。这将以受控方式提供所需的过氧化物，并使我们能够以简单的盐为代价进行这些具有挑战性的反应。
• ACETALSULFONATE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND PROCESS FOR PRODUCING STYRENE OXIDE DERIVATIVE
  申请人：Mitsubishi Rayon Co., Ltd.

  公开号：EP1236714A1

  公开（公告）日：2002-09-04

  There are provided an acetalsulfonate derivative useful as an intermediate for medicines and agricultural chemicals, a process for industrially producing the derivative, and a process for industrially producing a styrene oxide derivative from the acetalsulfonate derivative or from a mandelic acid derivative. A process for producing an acetalsulfonate derivative which comprises a first step of esterifying a mandelic acid derivative to form a mandelic ester derivative, a second step of protecting the mandelic ester derivative by an acetal to form an acetal derivative, a third step of reducing the acetal derivative to form an ethanediol derivative and a fourth step of reacting the ethanediol derivative with a sulfonyl chloride derivative. A process for producing a styrene oxide derivative which comprises a deprotecting step of deacetalizing the acetalsulfonate derivative and a step of epoxidizing the sulfonate derivative obtained in the deprotecting step with the aid of a base catalyst.

  本发明提供了一种可用作医药和农用化学品中间体的乙醛磺酸衍生物、一种工业化生产该衍生物的工艺，以及一种用乙醛磺酸衍生物或扁桃酸衍生物工业化生产氧化苯乙烯衍生物的工艺。 一种生产乙醛磺酸衍生物的工艺，包括第一步酯化扁桃酸衍生物以形成扁桃酸酯衍生物，第二步用缩醛保护扁桃酸酯衍生物以形成缩醛衍生物，第三步还原缩醛衍生物以形成乙二醇衍生物，第四步使乙二醇衍生物与磺酰氯衍生物反应。一种生产氧化苯乙烯衍生物的工艺，该工艺包括使乙醛磺酸衍生物脱乙醛的脱保护步骤和在碱催化剂的帮助下使脱保护步骤中得到的磺酸衍生物环氧化的步骤。
• Process for making sodium acylisethionates
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP0585071B1

  公开（公告）日：1996-07-24
• Method for Preparing Sulfur-Containing Compounds
  申请人：Mauro Adamo

  公开号：US20120029197A1

  公开（公告）日：2012-02-02

  The invention provides a method for preparing sulfur-containing compounds, the method comprising reacting a donor compound comprising at least one sulfur having at least one lone pair of electrons, with an acceptor compound; wherein the reaction occurs in the presence of an amine, optionally an amine catalyst, capable of activating the sulfur having at least one lone pair of electrons; and wherein the reaction occurs via the formation of an transient intermediate species, optionally a transient intermediate species, between the amine, optionally the amine catalyst and the donor compound; and wherein the donor compound is selected from the group consisting of a sulfurous acid, a sulfenic acid and a sulfinic acid or a salt, ester or amide of a sulfurous acid, a sulfenic acid and a sulfinic acid. The invention also provides sulfur-containing compounds of the formula: wherein R is selected from: (a) 1-(4-Nitro-phenyl)-3-oxo-3-phenyl-propane; (b) 2-(3-Methyl-4-nitro-isoxazol-5-yl)-1-phenyl-ethane; (c) 1-(4-Methoxy-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; (d) 2-(3-Methyl-4-nitro-isoxazol-5-yl)-1-(4-nitro-phenyl)-ethane; (e) 1-(4-Fluoro-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; (f) 1-(4-Chloro-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; and (g) 3-Oxo-cyclohexane. Finally, the invention provides use of chiral sulfur-containing compounds obtainable by the above-mentioned method or chiral sulfur-containing compounds as mentioned above for the resolution of racemic mixtures of amines.