1-chloro-2-acetoxypropane | 623-60-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-chloro-2-acetoxypropane
• 英文别名: 1-Chlor-2-acetoxy-propan；β-Chlor-isopropylacetat；1-Chloropropan-2-yl acetate
• CAS: 623-60-9
• 化学式: C₅H₉ClO₂
• mdl: MFCD19231995
• 分子量: 136.578
• InChiKey: JIMHSLIFZXATNC-UHFFFAOYSA-N

物化性质

• 沸点：
  181.12°C (rough estimate)
• 密度：
  1.0788

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-chloro-2-acetoxypropane 在 potassium dihydrogenphosphate 、 pseudomonas fluorescens lipase 作用下， 反应 2.0h， 以7%的产率得到(S)-(-)-2-acetoxy-1-chloropropane
  参考文献：
  名称：

  Lipase-mediated partial resolution of 1,2-diol and 2-alkanol derivatives: towards chiral building-blocks for pheromone synthesis

  摘要：

  1,2-Propanediol 5,1-chloro-2-propanol 8 and its related 2-O-acetate 9 were partially resolved by chemoenzymatic acetylation and deacetylation, in the presence of Pseudomonas fluorescens lipase (Amano P.; PFL), to (R)-(-)-1-acetoxy-2-propanol 6, (R)-(+)-2-acetoxy-1-chloropropane 9 and (R)-(-)-1-chloro-2-propanol 8, respectively. On the other hand, treatment of (2RS)-2 with vinyl acetate in ether and Chirazyme(R) L-2 gave 2-O-acetyl-1,3,4-trideoxy-5,6:7,8-di-O-isopropylidene-beta-D-manno-non-5-ulo-5,9-pyranose 1 and 1,3,4-trideoxy-5,6:7,8-di-O-isopropylidene-beta-D-gluco-non-5-ulo-5,9-pyranose 11, respectively. Compound 10 was subsequently deacylated to 12. Both alcohols 11 and 12 were treated with Me2CO/H+ to cause their rearrangement to (2S,5R,8R,9R, 10S)-10-hydroxy-8,9-isopropylidenedioxy-2-methyl-1,6-dioxaspiro[4.5]decane 3 and its (2R)-epimer 4, which closely matched the skeleton of the odour bouquet minor components of Paravespula vulgaris (L.). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00117-8
• 作为产物：
  描述：

  2,4-二甲基-1,3-二氧戊环 在 二苯甲酮 、 一氟三氯甲烷 作用下， 生成 1-chloro-2-acetoxypropane
  参考文献：
  名称：

  CFCl 3中取代的1,3-二氧戊环和1,3-氧杂硫杂环戊烷的光化学引发反应：ESR研究和环裂变机理

  摘要：

  在二苯甲酮存在下，某些2-烷基-1,3-二氧戊环酮和2-烷基-1,3-氧杂硫杂环戊烷在CFCl 3中的光化学反应分别分别生成开放的2-氯乙基羧酸酯和S -2-氯乙基硫代羧酸酯。。光化学激发的二苯甲酮从基材上抽出杂原子之间的碳原子上的氢原子，得到中间的环状（硫代）缩醛自由基，该自由基可被2-亚硝基-2-甲基丙烷有效地捕获在惰性溶剂中。所产生的氮氧化物通过其ESR hfs常数来识别。没有开环的（硫代）酯自由基可以被捕获。光学活性2 RS，4 R的光解过程-（-）-2-甲基-4-苯基-1,3-二氧戊环和其他（外消旋）2,4-二取代-1,3-二氧戊环支持一种机制，其中环状基团从溶剂中提取卤素以形成卤素中间体环状氯（硫）缩醛。新的CCl键的异质裂解可得到稳定的环状碳酸根离子和氯离子。氯离子对C-4或C-5碳原子的亲核攻击（涉及手性C-4的转化）导致环断裂和最终产物的形成。

  DOI：

  10.1016/s0040-4020(01)91643-6

文献信息

• [EN] BETA-LACTAMASE INHIBITOR PRODRUG<br/>[FR] PROMEDICAMENT INHIBITEUR DE LA BETA-LACTAMASE
  申请人：PFIZER PROD INC

  公开号：WO2004108733A1

  公开（公告）日：2004-12-16

  Prodrugs of 6-β-hydroxymethylpenicillanic acid sulfone having the structure wherein R is H or methyl, each X is methylene, and Y is 0, or wherein R is H, each X is 0 and Y is methylene, and solvates thereof are disclosed. Also disclosed are pharmaceutical compositions comprising a prodrug of the present invention, or a solvate thereof, an optional beta-lactam antibiotic and at least one pharmaceutically acceptable carrier. Further disclosed is a method for increasing the therapeutic effectiveness of a beta-lactam antibiotic in 20 a mammal by administering an effective amount of a beta­lactam antibiotic and an effectiveness-increasing amount of a prodrug of the present invention, or a solvate thereof. Additionally disclosed is a method for treating a bacterial infection in a mammal by administering a therapeutically effective amount of a pharmaceutical composition of the present invention to a mammal in need thereof.

  6-β-羟甲基青霉烷酸磺酸的前药具有以下结构，其中R为H或甲基，每个X为亚甲基，Y为0，或其中R为H，每个X为0，Y为亚甲基，以及其溶剂化合物。还披露了包括本发明的前药或其溶剂化合物、可选的β-内酰胺类抗生素和至少一种药用可接受载体的药物组合物。进一步披露了通过给哺乳动物投予有效量的β-内酰胺类抗生素和本发明的前药或其溶剂化合物的增效量来增加β-内酰胺类抗生素的治疗效果的方法。此外，还披露了通过给需要的哺乳动物投予本发明的药物组合物的治疗有效量来治疗哺乳动物的细菌感染的方法。
• [EN] BETA-LACTAMASE INHIBITOR PRODRUG<br/>[FR] PROMEDICAMENT INHIBITEUR DE BETA-LACTAMASE
  申请人：PFIZER PROD INC

  公开号：WO2004018484A1

  公开（公告）日：2004-03-04

  Prodrugs of 6-ß-hydroxymethylpenicillanic acid sulfone having the structure wherein R is H or methyl, and solvates thereof, are disclosed. Also disclosed are pharmaceutical compositions comprising a prodrug of the present invention, or a solvate thereof, an optional beta-lactam antibiotic and at least one pharmaceutically acceptable carrier. Further disclosed is a method for increasing the therapeutic effectiveness of a beta-lactam antibiotic in a mammal by administering an effective amount of a betalactam antibiotic and an effectiveness-increasing amount of a prodrug of the present invention, or a solvate thereof. Additionally disclosed is a method for treating a bacterial infection in a mammal by administering a therapeutically effective amount of a pharmaceutical composition of the present invention to a mammal in need thereof.

  6-ß-羟甲基青霉烷酸磺酸酯的前药具有结构，其中R为H或甲基，并公开其溶剂合物。还公开了包括本发明的前药或其溶剂合物、可选的β-内酰胺类抗生素和至少一种药用载体的药物组合物。进一步公开了通过给哺乳动物投予β-内酰胺类抗生素的有效量和本发明的前药或其溶剂合物的增效量来增加β-内酰胺类抗生素的治疗效果的方法。此外，还公开了通过给需要的哺乳动物投予本发明的药物组合物的治疗有效量来治疗哺乳动物的细菌感染的方法。
• A Cheap, Simple, and Versatile Method for Acetylation of Alcohols and Phenols and Selective Deprotection of Aromatic Acetates Under Solvent‐Free Condition
  作者：Fatemeh Rajabi、Mohammad R. Saidi

  DOI：10.1081/scc-200048988

  日期：2005.1.1

  Abstract Acyclic and cyclic acetates of various alcohols and phenols were obtained in excellent yields under mild reaction conditions in the presence of a catalytic amount of sodium hydroxide under solvent–free conditions and microwave irradiation. Selective deprotection of acetate group from the corresponding phenolic compounds was carried out in the presence of LiClO4.2H2O.

  摘要 在催化量的氢氧化钠存在下，在无溶剂条件和微波照射下，在温和的反应条件下，以优异的收率获得了各种醇和酚的无环和环状乙酸酯。在 LiClO4·2H2O 存在下，从相应的酚类化合物中选择性脱去乙酸酯基团。
• [EN] ANTIBACTERIAL INDOLONE OXAZOLIDINONES, INTERMEDIATES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] INDOLONE-OXAZOLIDINONES ANTIBACTERIENS, INTERMEDIAIRES POUR LEUR PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：UPJOHN CO

  公开号：WO2004074282A1

  公开（公告）日：2004-09-02

  The present invention provides antibacterial agents of formula (I) and intermediates for their preparation.

  本发明提供了化学式(I)的抗菌剂以及用于制备这些抗菌剂的中间体。
• [EN] CONVERSION OF A MULTIHYDROXYLATED-ALIPHATIC HYDROCARBON OR ESTER THEREOF TO A CHLOROHYDRIN<br/>[FR] CONVERSION D'UN HYDROCARBURE ALIPHATIQUE MULTIHYDROXYLE OU L'UN DE SES ESTERS EN CHLOROHYDRINE
  申请人：DOW GLOBAL TECHNOLOGIES INC

  公开号：WO2006020234A1

  公开（公告）日：2006-02-23

  The present invention relates to a process for converting a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, by contacting the multihydroxylated-aliphatic hydrocarbon or ester thereof starting material with a source of a superatmospheric partial pressure of hydrogen chloride for a sufficient time and at a sufficient temperature, and wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts. In addition, certain catalysts of the present invention may be used in the present process at superatmospheric, atmospheric and subatmospheric pressure conditions with improved results.

  本发明涉及一种将多羟基脂肪烃或其酯转化为氯水合物的方法，通过将多羟基脂肪烃或其酯起始物料与氯化氢的超大气分压源接触足够的时间和适当的温度，其中这种接触步骤在没有实质性去除水的情况下进行，以生产所需的氯水合物产品；所述所需产品或产品可以高产率地制备，而几乎不形成不需要的过氯化副产物。此外，本发明的某些催化剂可以在超大气压、大气压和次大气压条件下用于本方法，取得改进的结果。