2-(R)-2-苯基-2-氨基乙酰氯盐酸盐 | 40966-78-7

• 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
• 中文名称: 2-(R)-2-苯基-2-氨基乙酰氯盐酸盐
• 英文名称: phenylglycine chloride hydrochloride
• 英文别名: phenylglycylchloride hydrochloride；2-(R)-2-phenyl-2-aminoacetyl chloride hydrochloride；D-2-amino-2-phenylacetyl chloride hydrochloride；D-(-)-2-phenylglycyl chloride hydrochloride；D(-)α-amino-α-phenylacetic acid chloride hydrochloride；2-amino-2-phenylacetyl chloride hydrochloride；2-phenylglycyl chloride hydrochloride；(2-Chloro-2-oxo-1-phenylethyl)azanium;chloride
• CAS: 40966-78-7
• 化学式: C₈H₈ClNO*ClH
• 分子量: 206.072
• InChiKey: GVVFCAFBYHYGEE-UHFFFAOYSA-N

物化性质

• 熔点：
  132-138 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(R)-2-苯基-2-氨基乙酰氯盐酸盐 在 氨 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-氨基-2-苯基乙酰胺
  参考文献：
  名称：

  头孢克洛酸降解新产物的分离与结构解析

  摘要：

  口服头孢类抗生素头孢克洛的酸性水降解作用已得到研究。通过制备型高效液相色谱法分离了头孢克洛降解溶液的高效液相色谱图谱中最突出的峰。从机理上讲，由头孢克洛形成的这种降解物涉及两个头孢克洛降解产物的缩合，其中两个产物都可能通过共同的epi离子中间体经历了从六元头孢烯环到五元噻唑环的收缩。

  DOI：

  10.1002/jps.2600820616

文献信息

• Studies on prodrugs. III. A convenient and practical preparation of ampicillin prodrugs.
  作者：SHOJI IKEDA、FUMIO SAKAMOTO、HIROSATO KONDO、MASARU MORIYAMA、GORO TSUKAMOTO

  DOI：10.1248/cpb.32.4316

  日期：——

  In order to prepare ampicillin prodrugs conveniently for practical use, a new synthetic method for 6β-aminopenicillanic acid (6-APA) esters as key intermediates of various ampicillin prodrugs has been developed. Acylation of 6-APA esters to ampicillin esters was achieved in good yields by using phenylglycyl chloride hydrochloride in dichloromethane in the presence of sodium bicarbonate and amide, or ammonium bicarbonate alone. KBT-1585, bacampicillin, talampicillin and pivampicillin have been obtained in good yields by this procedure.

  为了便于制备实用的氨苄西林前药，开发了一种新的合成方法，用于作为各种氨苄西林前药关键中间体的6β-氨苄青霉烷酸（6-APA）酯。通过在二氯甲烷中使用苯基甘氨酰氯盐酸盐，并在碳酸氢钠和酰胺或单独使用碳酸氢铵的存在下进行酰化反应，成功地将6-APA酯转化为氨苄西林酯，产率良好。通过此方法，KBT-1585、巴氨西林、他拉西林和匹氨西林均以良好产率获得。
• 7-[D-(.alpha.-amino-.alpha.-phenyl-, 2-thienyl- and
  申请人：Bristol-Myers Company

  公开号：US03985740A1

  公开（公告）日：1976-10-12

  7-[D-(.alpha.-Amino-.alpha.-phenyl-, 2-thienyl- and 3-thienylacetamido)]-3-(thiazol-2-yl)carbonylthiomethyl-3-cephem-4-carboxy lic acid and 7-[D-(.alpha.-amino-.alpha.-phenyl-, 2-thienyl- and 3-thienylacetamido)]-3-(5-methylthiazol-2-yl)carbonylthiomethyl-3-cephem-4 -carboxylic acid and their pharmaceutically acceptable salts are valuable as antibacterial agents, as nutritional supplements in animal feeds, as agents for the treatment of mastitis in cattle and as therapeutic agents in poultry and animals, including man. The compounds are especially useful in the treatment, particularly by oral administration, of infectious diseases caused by many Gram-positive and Gram-negative bacteria. Also included within the invention are easily cleavable esters of the above acids and pharmaceutically acceptable acid addition salts of said esters.

  7-[D-(.alpha.-氨基-.alpha.-苯基-, 2-噻吩基和3-噻吩基乙酰基)]-3-(噻唑-2-基)羰基硫甲基-3-头孢烯-4-羧酸和7-[D-(.alpha.-氨基-.alpha.-苯基-, 2-噻吩基和3-噻吩基乙酰基)]-3-(5-甲基噻唑-2-基)羰基硫甲基-3-头孢烯-4-羧酸及其药用可接受的盐在抗菌剂方面具有价值，在动物饲料中作为营养补充剂，在牛群乳腺炎治疗剂和家禽动物治疗剂方面具有价值，包括人类。这些化合物在治疗由许多革兰氏阳性和革兰氏阴性细菌引起的传染病方面特别有用，尤其是通过口服给药。发明还包括上述酸的易于水解的酯以及该酯的药用可接受的酸盐。
• Process for 6'-amino-penicillanoyloxymethyl penicillanate 1,1-dioxide
  申请人：Pfizer Inc.

  公开号：US04375434A1

  公开（公告）日：1983-03-01

  6'-Aminopenicillanoyloxymethyl penicillanate 1,1-dioxide is prepared by a two-step procedure. The first step consists of coupling a salt of a 6-(protected amino)penicillanic acid with a halomethyl, an alkylsulfonyloxymethyl or an arylsulfonyloxymethyl ester of penicillanic acid 1,1-dioxide, to give a 6'-(protected amino)penicillanoyloxymethyl penicillanate 1,1-dioxide, wherein the protection at the 6-position has been achieved by coupling the 6-aminopenicillanic acid with a beta-dicarbonyl compound. The second step consists of removal of the protecting group on the 6'-amino group, using aqueous acid. 6'-Aminopenicillanoyloxymethyl penicillanate 1,1-dioxide is a chemical intermediate for preparing antibacterial agents. Also claimed are the 6'-(protected amino)penicillanoyloxymethyl penicillanate 1,1-dioxide compounds used as intermediates in the process of this invention.

  6'-氨基青霉素酰氧甲基青霉素酯1,1-二氧化物是通过两步法制备的。第一步包括将6-(保护氨基)青霉素酸的盐与青霉素酸1,1-二氧化物的卤甲基、烷基磺酰氧甲基或芳基磺酰氧甲基酯偶联，得到6'-(保护氨基)青霉素酰氧甲基青霉素酯1,1-二氧化物，其中6-位置的保护是通过将6-氨基青霉素酸与β-二羰基化合物偶联实现的。第二步包括使用水溶酸去除6'-氨基基团的保护基。6'-氨基青霉素酰氧甲基青霉素酯1,1-二氧化物是制备抗菌药物的化学中间体。还声明了作为本发明过程中间体使用的6'-(保护氨基)青霉素酰氧甲基青霉素酯1,1-二氧化物化合物。
• 6'-Amino-spiro\x9bcycloalkane-1,2'-penam!-3'-carboxylic acid derivatives \n"
  申请人：UCB Societe Anonyme

  公开号：US04145343A1

  公开（公告）日：1979-03-20

  6'-Amino-spiro\x9bcycloalkane-1,2'-penam!-3'-carboxylic acid derivatives \n" having the formula ##STR1## WHEREIN N IS A WHOLE NUMBER OF FROM 3 TO 6 AND R.sub.1 and R.sub.2 represent substituents known in the chemistry of penicillins, and their pharmaceutically acceptable, non-toxic salts, have valuable antibacterial properties and are useful as therapeutic agents in the treatment of infectious diseases caused by Gram-positive and Gram-negative bacteria. Processes for preparing these compounds are also described.

  具有以下结构式##STR1##的6'-氨基-螺环烷基-1,2'-青霉烷-3'-羧酸衍生物，其中N为3至6的整数，R.sub.1和R.sub.2代表在青霉素化学中已知的取代基，以及它们的药学上可接受、无毒的盐，具有有价值的抗菌性能，并且在治疗由革兰氏阳性和革兰氏阴性细菌引起的感染性疾病中有用。还描述了制备这些化合物的方法。
• Process and intermediates for 6'-aminopenicillanoyloxymethyl penicillanate 1,1-dioxide
  申请人：PFIZER INC.

  公开号：EP0097489A1

  公开（公告）日：1984-01-04

  A compound of the formula: wherein R2 is C1-C3 alkyl, C1-C3 alkoxy or phenyl, its preparation, and its use in preparing 6'-aminopenicillanoy- loxy-methyl penicillanate 1,1-dioxide.

  一种式中：R2 为 C1-C3 烷基、C1-C3 烷氧基或苯基的化合物、其制备方法及其在制备 6'-氨基青霉烷酰氧基甲基青霉烷酸酯 1,1-dioxide 中的用途。