(4-methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase编号: 67691
• 分子式: C24H23ClN2O5S
• 平均质量: 486.96782
• 单一同位素质量: 486.10162053
• SMILES: N12C(=C(CS[C@@H]1[C@@H](C2=O)NC(=O)Cc1ccccc1)CCl)C(=O)OCc1ccc(cc1)OC
• Canonical SMILES: ClCC1=C(C(=O)OCc2ccc(cc2)OC)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cc1ccccc1
• InChI: InChI=1S/C24H23ClN2O5S/c1-31-18-9-7-16(8-10-18)13-32-24(30)21-17(12-25)14-33-23-20(22(29)27(21)23)26-19(28)11-15-5-3-2-4-6-15/h2-10,20,23H,11-14H2,1H3,(H,26,28)/t20-,23-/m1/s1
• InChIKey: KFCMZNUGNLCSJQ-NFBKMPQASA-N

名称和登记号

名称

• IUPAC标准名: (4-methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC传统名: (4-methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 别名: 4-Methoxybenzyl 3-chloromethyl-7-(2-phenyl-acetamido)-3-cephem-4-carboxylate; (6R,7R)-3-(Chloromethyl)-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (4-Methoxyphenyl)methyl Ester; (6R-trans)-7-Phenylacetamido-3-(chloromethyl)-3-cephem-4-carboxylic Acid p-Methoxybenzyl Ester; GCLE; 4-Methoxybenzyl 3-Chloromethyl-7-(2-phenylacetamido)-3-cephem-4-carboxylate

登记号

• CAS号: 104146-10-3
• PubChem SID: 162033426
• PubChem CID: 10874591

理论计算性质

• Acid pKa: 11.452807
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.9628868
• LogD (pH = 7.4): 2.962853
• Log P: 2.9628873
• 摩尔折射率: 126.6485 cm^3
• 极化性: 49.116013 Å^3
• 极化表面积: 84.94 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Ethyl Acetate
• 外观: White Solid
• 熔点: 153-155°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: IRRITANT
• TSCA收录: false

产品相关信息

• 纯度: 95+%

详细说明

Toronto Research Chemicals - M226085

A key intermediate of cephem compounds.

参考文献

• Chambers, H., et al.: Antimicrob. Agents Chemother., 39, 2620 (1995)
• Heinisch, L., et al.: J. Med. Chem., 45, 3032 (1995)