4-chloro-3-hydroxy-hexanoic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 4-chloro-3-hydroxy-hexanoic acid
• 英文别名: 4-Chlor-3-hydroxy-capronsaeure；4-Chlor-3-hydroxy-hexansaeure；4-Chloro-3-hydroxyhexanoic acid
• 化学式: C₆H₁₁ClO₃
• 分子量: 166.605
• InChiKey: BFVQTZUXWISRSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙醚 、 3-己烯酸 、 水 、 次氯酸 生成 4-chloro-3-hydroxy-hexanoic acid 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Michael, Journal of Organic Chemistry, 1939, vol. 4, p. 523

  摘要：

  DOI：

文献信息

• [EN] PROCESS FOR THE PREPARATION OF OPTICALLY PURE 4-HYDROXY-2-OXO-1-PYRROLIDINE ACETAMIDE<br/>[FR] PROCEDE DE PREPARATION D'ACETAMIDE DE 4-HYDROXY-2-OXO-1-PYRROLIDINE OPTIQUEMENT PUR
  申请人：AHN GOOK PHARMACEUTICAL CO LTD

  公开号：WO2005115978A1

  公开（公告）日：2005-12-08

  The present invention relates to a process for the preparation of chiral 4-hydroxy-2-oxo-1-pyrrolidine acetamide. The process comprises adding sodium cyanide together with citric acid to a solution of chiral epichlorohydrin to obtain chiral 3-chloro-2-hydroxypropionitrile by ring opening reaction of the chiral epichlorohydrin, reacting the obtained product with an alcohol containing hydrochloride gas to obtain chiral 4-chloro-3-hydroxybutyric acid ester, and reacting the obtained product in a presence of a base with glycinamide or with glycine ester accompanied by ammonolysis with ammonia to produce the targeted chiral 4-hydroxy-2-oxo-1-pyrrolidine acetamide. The process according to the present invention provides optically pure 4-hydroxy-2-oxo-1-pyrrolidine acetamide in high yield and in high purity, which is suitable for industrial mass-production.

  本发明涉及一种制备手性4-羟基-2-氧代-1-吡咯烷乙酰胺的工艺。该工艺包括将氰化钠与柠檬酸一起加入手性环氧氯丙烷的溶液中，通过环氧氯丙烷的开环反应得到手性3-氯-2-羟基丙腈，将所得产物与含有盐酸气体的醇反应得到手性4-氯-3-羟基丁酸酯，然后在碱存在下将所得产物与甘氨酰胺或甘氨酯伴随氨气的氨解反应得到目标手性4-羟基-2-氧代-1-吡咯烷乙酰胺。本发明的工艺能够高产高纯度地提供光学纯的4-羟基-2-氧代-1-吡咯烷乙酰胺，适用于工业大规模生产。
• [EN] CONTINUOUS PROCESS FOR THE CYANATION OF HYDROGENATED BETA-KETOESTERS<br/>[FR] PROCEDE CONTINU DE CYANATION DE BETA-CETOESTERS HYDROGENES
  申请人：PHOENIX CHEMICALS LTD

  公开号：WO2003097581A1

  公开（公告）日：2003-11-27

  The present invention relates to a continuous process for the cyanation of hydrogenated β-ketoesters in a cyanation zone maintained under conditions of temperature and pressure effective for cyanation of a hydrogenated R-ketoester. A substrate comprising a hydrogenated β-ketoester is continuously supplyed to the cyanation zone together with a cyanide. The substrate is contacted with the cyanide in the cyanation zone for a period effective for at least partial cyanation of the hydrogenated β-ketoester and a product stream is continuously extracted from the cyanation zone.

  本发明涉及一种连续过程，用于在保持适宜的温度和压力条件下氰化氢化的β-酮酸酯在氰化区内进行氰化。包括氢化β-酮酸酯的底物连续供给到氰化区，同时与氰化物一起。底物在氰化区与氰化物接触一段时间，以至少部分氰化氢化的β-酮酸酯，并从氰化区连续提取产品流。
• [EN] A PROCESS FOR THE HYDROGENATION OF KETOESTERS<br/>[FR] PROCÉDÉ D'HYDROGÉNATION DE CÉTOESTERS
  申请人：LONZA AG

  公开号：WO2011141160A1

  公开（公告）日：2011-11-17

  The invention relaters to a process for the production of an (S)- or (R)-4- halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably CI or Br, or OAc, acetoacetate, allyl or CIO4, Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.

  本发明涉及一种制备(S)-或(R)-4-卤代-3-羟基丁酸酯的方法，其中包括在溶剂存在下，将4-卤代乙酮酸酯与氢反应，所述溶剂为溶剂混合物，包括第一溶剂和第二溶剂，其中第一溶剂为脂肪族醇，优选为甲醇、乙醇或丙醇，第二溶剂为无质子溶剂，包括至少一个氧原子；以及催化剂[RuXYZ]X，其中X为卤素，优选为CI或Br，或OAc，乙酰乙酸盐，烯丙基或CIO4，Y为具有两个膦基的双齿有机配体，Z为芳香烃，优选为环己烯、苯、二甲苯或甲苯，或聚烯烃，优选为二烯或烯烃。
• [EN] CONTINUOUS PROCESS FOR THE ENANTIOSELECTIVE CATALYTIC HYDROGENATION OF BETA-KETOESTERS<br/>[FR] PROCEDE CONTINU D'HYDROGENATION CATALYTIQUE ENANTIOSELECTIVE DE BETA-CETOESTERS
  申请人：PHOENIX CHEMICALS LTD

  公开号：WO2003097569A1

  公开（公告）日：2003-11-27

  The present invention relates to a continuous process for the enantioselective catalytic hydrogenation of β-ketoesters comprising providing a catalytic hydrogenation zone and maintaining it under conditions of temperature and pressure effective for the catalytic hydrogenation of β-ketoesters; continuously supplying to the catalytic hydrogenation zone a substrate comprising a β-ketoester to be hydrogenated, a catalyst effective for enantioselective hydrogenation of the β-ketoester and hydrogen; contacting the substrate, the catalyst and the hydrogen in the hydrogenation zone for a residence time effective for at least partial enantioselective catalytic hydrogenation of the β-ketoester; (d) continuously withdrawing from the hydrogenation zone a reaction product mixture comprising enantioselectively hydrogenated β-ketoester, unreacted β-ketoester, catalyst and hydrogen; (e) supplying the reaction product mixture to a separation zone and separating at least some of the enantioselectively hydrogenated β-ketoester from the reaction product mixture; (f) withdrawing the separated enantioselectively hydrogenated β-ketoester as product; and (g) optionally supplying at least part of the remaining material from the separation zone to the hydrogenation zone.

  本发明涉及一种连续的手性选择性催化氢化β-酮酸酯的过程，包括提供一个催化氢化区域并在温度和压力条件下维持其有效催化氢化β-酮酸酯；连续向催化氢化区域提供包括待氢化的β-酮酸酯、有效对β-酮酸酯进行手性选择性氢化的催化剂和氢气的底物；在氢化区域中接触底物、催化剂和氢气，以达到至少部分手性选择性催化氢化β-酮酸酯的停留时间；(d)连续从氢化区域中提取反应产物混合物，包括手性选择性氢化的β-酮酸酯、未反应的β-酮酸酯、催化剂和氢气；(e)将反应产物混合物供应到分离区域，并从反应产物混合物中分离至少一部分手性选择性氢化的β-酮酸酯；(f)将分离的手性选择性氢化β-酮酸酯作为产品提取；(g)可选地将分离区域中的至少一部分剩余物质供应至氢化区域。
• Preparation of intermediates useful in the synthesis of antiviral nucleosides
  申请人：——

  公开号：US20030162992A1

  公开（公告）日：2003-08-28

  The present invention is an efficient process for the manufacture of &agr;-acyloxyacetaldehyde, a key intermediate in the synthesis of 1,3-oxathiolane and 1,3-dioxolane nucleosides.

  本发明是一种制备&agr;-酰氧基乙醛的高效过程，该化合物是合成1,3-噻二环己烷和1,3-二氧杂环己烷核苷的关键中间体。