(6R)-7t-acetylamino-7c-methoxy-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester | 57001-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (6R)-7t-acetylamino-7c-methoxy-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester
• 英文别名: Methyl 7beta-acetamido-7alpha-methoxy-3-methyl-3-cephem-4-carboxylate；methyl (6R,7S)-7-acetamido-7-methoxy-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 57001-60-2
• 化学式: C₁₂H₁₆N₂O₅S
• 分子量: 300.335
• InChiKey: IXSVTBQOIGYROB-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (6R,7R)-7-[1-Chloro-eth-(Z)-ylideneamino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 (6R)-7t-acetylamino-7c-methoxy-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Iwamatsu, Katsuyoshi; Shudo, Koichi; Okamoto, Toshihiko, Heterocycles, 1983, vol. 20, # 1, p. 5 - 8

  摘要：

  DOI：

文献信息

• Process for preparing 7.beta.-acylamino-7.alpha.-alkoxycephalosporins or
  申请人：Sankyo Company Limited

  公开号：US03960845A1

  公开（公告）日：1976-06-01

  A process for preparing a 7.beta.-acylamino-7.alpha.alkoxycephalosporin or 6.beta.-acylamino-6.alpha.-alkoxypenicillin which comprises either (a) reacting a 7.beta.-(.alpha.'-halogeno or .alpha.'-hydroxyacylamino)cephalosporin or 6.beta.-(.alpha.'halogeno or .alpha.'-hydroxyacylamino)penicillin with a halogenating agent to give a .alpha.-halogeno-iminohalide, reacting the latter compound with an equimolar amount of an alkali metal alkoxide in the presence of one equivalent amount of a base to give a 7.alpha.-alkoxyketeneimine and subjecting the latter compound to hydration; or (b) reacting the 7.beta.-(.alpha.'-halogeno or .alpha.'hydroxyacylamino)cephalosporin or 6.beta.-(.alpha.'-halogeno or .alpha.'-hydroxyacylamino) penicillin with the halogenating agent to give the .alpha.-halogeno-iminohalide, reacting the latter compound with two equimolar amounts of the alkali metal alkoxide in the presence of one equivalent amount of the base to give a dialkoxyimino compound, reacting the latter compound with a halogeno-silyl compound or an acid and treating the resulting product with water. The final products are useful as antibacterial agents or intermediates thereof.

  一种制备7.beta.-酰氨基-7.alpha.烷氧基头孢菌素或6.beta.-酰氨基-6.alpha.烷氧基青霉素的方法，包括：(a)将7.beta.-(.alpha.'-卤代或.alpha.'-羟基酰氨基)头孢菌素或6.beta.-(.alpha.'-卤代或.alpha.'-羟基酰氨基)青霉素与卤代试剂反应，得到.alpha.-卤代亚胺卤化物，将后者化合成等摩尔量的碱金属烷氧化物，在一当量的碱存在下反应，得到7.alpha.-烷氧基酮亚胺并使后者水解；或(b)将7.beta.-(.alpha.'-卤代或.alpha.'-羟基酰氨基)头孢菌素或6.beta.-(.alpha.'-卤代或.alpha.'-羟基酰氨基)青霉素与卤代试剂反应，得到.alpha.-卤代亚胺卤化物，将后者化合成两倍摩尔量的碱金属烷氧化物，在一当量的碱存在下反应，得到双烷氧基亚胺化合物，将后者与卤代硅烷化合物或酸反应，并用水处理所得产物。最终产物可用作抗菌剂或其中间体。
• US3960845A
  申请人：——

  公开号：US3960845A

  公开（公告）日：1976-06-01