6'-(alpha-amino-p-hydroxyphenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide hydrochloride | 84579-94-2

• 英文名称: 6'-(alpha-amino-p-hydroxyphenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide hydrochloride
• 英文别名: [(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride；[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride
• CAS: 84579-94-2
• 化学式: C₂₅H₃₀N₄O₁₀S₂*ClH
• 分子量: 647.127
• InChiKey: RBUCSYNHYZHIAC-IUCLXZGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.46
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  236
• 氢给体数：
  4
• 氢受体数：
  12

文献信息

• Improved process for the preparation of penicillanic acid esters
  申请人：PFIZER INC.

  公开号：EP0061284A1

  公开（公告）日：1982-09-29

  A process for the preparation of chloromethyl esters of penicillanic acids, using iodochloromethane or bromochloromethane and a tetraalkylammonium salt of the penicillanic acid, and their use in processes for the synthesis of penicillanic acid esters, using a halomethyl ester and the tetraalkylammonium salt of the penicillanic acid, which readily hydrolyze in vivo to antibacterial penicillins and the beta-lactamase inhibitor penicillanic acid sulfone.

  一种利用碘氯甲烷或溴氯甲烷和青霉烷酸的四烷基铵盐制备青霉烷酸氯甲酯的工艺，及其在利用卤代甲酯和青霉烷酸的四烷基铵盐合成青霉烷酸酯工艺中的应用，这种青霉烷酸酯在体内容易水解为抗菌青霉烷酸酯和β-内酰胺酶抑制剂青霉烷酸砜。
• Process and intermediates for preparation of 1,1-dioxopenicillanoyloxymethyl 6-beta-aminopenicillanate
  申请人：PFIZER INC.

  公开号：EP0108545A1

  公开（公告）日：1984-05-16

  A process for the preparation of 1,1-dioxopenicillanoyloxymethyl 6-beta-aminopenicillanate which comprises reacting 1,1-dioxopenicillanoyloxymethyl 6-phenylacetamidopenicillante or the corresponding phenoxy- acetamidopenicillanate under anhydrous conditions with a halogenating agent in the presence of a reaction inert solvent to form an intermediate imino halide, addition of a primary alcohol having from one to four carbon atoms to convert the imino halide to an imino ether and subsequent hydrolysis to give the desired product.

  1,1-dioxopenicillanoyloxymethyl 6-beta-aminopenicillanate 的制备工艺，包括 1,1-dioxopenicillanoyloxymethyl 6-phenylacetamidopenicillante 或相应的 phenoxy- acetamidopenicillanate 在无水条件下，在反应惰性溶剂存在下与卤化剂反应，形成中间亚氨基卤化物、加入具有一至四个碳原子的伯醇，将亚胺卤化物转化为亚胺醚，然后水解得到所需的产品。
• US4381263A
  申请人：——

  公开号：US4381263A

  公开（公告）日：1983-04-26
• US4342772A
  申请人：——

  公开号：US4342772A

  公开（公告）日：1982-08-03
• US4407751A
  申请人：——

  公开号：US4407751A

  公开（公告）日：1983-10-04