Α-甲酰氧基苯乙酰氯 | 57079-45-5

• 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: Α-甲酰氧基苯乙酰氯
• 英文名称: D-(-)-2-formyloxy-2-phenylacetyl chloride
• 英文别名: D-(-)-O-formylmandeloyl chloride；formyl mandelic acid chloride；O-formylmandeloyl chloride；formyl mandeloyl chloride；D-2-phenyl-2-formyloxyacetyl chloride；2-formyloxy-2-phenylacetyl chloride；(2-chloro-2-oxo-1-phenylethyl) formate
• CAS: 57079-45-5
• 化学式: C₉H₇ClO₃
• mdl: MFCD00038676
• 分子量: 198.606
• InChiKey: ZNLABNPTWSKGDX-UHFFFAOYSA-N

物化性质

• 沸点：
  267.2±33.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

制备方法与用途

用途：用于制备头孢孟多和头孢尼西的中间体。

反应信息

• 作为反应物：
  描述：

  Α-甲酰氧基苯乙酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (+/-)-1-Oxacafamandol
  参考文献：
  名称：

  Total synthesis of (.+-.)-1-carbacefoxitin and -cefamandole and (.+-.)-1-oxacefamandole

  摘要：

  The total syntheses of the (+/-)-1-carba analogues of cefoxitin (11), 7 alpha-methoxydeacetylcephalothin (5) and cefamandole (31) and the (+/-)-1-oxa analogue of cefamandole (43) are described. Their bioactivity spectra against 14 typical organisms are similar to those of their natural 1-thia counterparts, with the 1-carba compounds somewhat less active and the 1-oxa compound more active than the natural ones.

  DOI：

  10.1021/jm00214a018

文献信息

• 7-.alpha.-Amino-substituted
  申请人：Bristol-Myers Company

  公开号：US04297489A1

  公开（公告）日：1981-10-27

  Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-ca rboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.

  某些7-酰氨基-3-(1-羧基-loweralkyl-四唑-5-基甲硫基)-3-头孢霉-4-羧酸及其盐和4-羧基容易水解的酯被合成并发现是强效的抗菌剂，展现了良好的水溶性。在一个优选的实施例中，7-取代基是2'-氨基甲基苯乙酰氨基。
• 1/4水头孢孟多酯钠化合物
  申请人：海南灵康制药有限公司

  公开号：CN106831821B

  公开（公告）日：2019-05-10

  本发明公开了1/4水头孢孟多酯钠化合物及其制法，每摩尔头孢孟多酯钠含1/4摩尔水。本发明方法所制备的头孢孟多酯钠化合物，杂质含量低，稳定性好，流动性好，引湿性小，具有更广泛的应用前景。
• Chemistry of cephalosporin antibiotics. 28. Preparation and biological activity of 3-(substituted)vinyl cephalosporins
  作者：J. Alan Webber、John L. Ott、Robert T. Vasileff

  DOI：10.1021/jm00244a007

  日期：1975.10

  Although general gram-positive activity was comparable to cephalothin in many cases, against penicillin G resistant Staphylococcus aureus, the new cephalosporins were of low effectiveness. The 3-(substituted)vinyl cephalosporins had good activity against a number of gram-negative organisms. In some cases, this activity was excellent. The N-acetyl analogs had surprisingly good activity relative to N-acetyl-7-ACA

  3-（取代的）乙烯基头孢烯核是通过3-甲酰基头孢烯衍生物与稳定的膦烷反应制备的。适当的合成步骤使得可以制备一系列带有多种7-酰基氨基官能团的3-乙氧基羰基乙烯基-和3-羧基乙烯基-乙烯醚衍生物。还制备了3-氰基乙烯基头孢烯核的苯氧基乙酰基和噻吩乙酰基衍生物。尽管在许多情况下，一般的革兰氏阳性活性与头孢菌素相当，但针对耐青霉素G的金黄色葡萄球菌，新的头孢菌素疗效低下。3-（取代）乙烯基头孢菌素对许多革兰氏阴性生物具有良好的活性。在某些情况下，这种活动非常好。相对于N-乙酰基-7-ACA，N-乙酰基类似物具有令人惊讶的良好活性。
• Cephalosporin phosphonic acid, sulfonic acid and sulfonamide compounds
  申请人：Merck & Co., Inc.

  公开号：US04032521A1

  公开（公告）日：1977-06-28

  Novel antibiotics of the formula: ##STR1## and its salts, esters and amides wherein R is acyl; B is H, OCH.sub.3, CH.sub.3 or SR" wherein R" is lower alkyl; A is hydrogen, hydroxy, or an organic group; and, Y is a radical of the formula PO(OH).sub.2 ; PO(OH) (OR") wherein R" is loweralkyl; SO.sub.2 (OH); or SO.sub.2 NH.sub.2. The products are prepared by a multi-step process starting with an .alpha.-aminophosphonoacetate and terminating in the acylation of the 7-amino compound, and, if desired, removing the ester blocking group. The products are useful antibiotics.

  该公式的新型抗生素及其盐、酯和酰胺，其中R为酰基；B为H、OCH.sub.3、CH.sub.3或SR"，其中R"为较低的烷基；A为氢、羟基或有机基团；Y为公式PO(OH).sub.2的基团；PO(OH)(OR")，其中R"为较低的烷基；SO.sub.2(OH)；或SO.sub.2NH.sub.2。这些产品通过一个多步过程制备，从α-氨基磷酸乙酸酯开始，最后在7-氨基化合物中酰化，如果需要，去除酯阻断基团。这些产品是有用的抗生素。
• Carbamoyl heterocyclicthio cephalosporins and pharmaceutical
  申请人：Beecham Group Limited

  公开号：US04198406A1

  公开（公告）日：1980-04-15

  Novel cephalosporin compounds, process of preparation thereof, intermediates useful in the preparation of the cephalosporins, pharmaceutical compositions formulated therefrom for administration and combinations of the cephalosporins in pharmaceutical composition form with clavulanic acid. The cephalosporin compounds are characterized by a 5-membered nitrogen-containing ring in the group in the 3-position of the sulphur-containing ring.

  新的头孢菌素化合物，其制备方法，用于头孢菌素制备的中间体，制备的药物组合物以供给药和头孢菌素与克拉霉素酸在药物组合物形式中的结合。头孢菌素化合物的特点是含有5元氮环的基团位于含硫环的3位。