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【结 构 式】 
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【分子编号】48608 【品名】iodomethyl (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda(6)-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 【CA登记号】 |
【 分 子 式 】C9H12INO5S 【 分 子 量 】373.16849 【元素组成】C 28.97% H 3.24% I 34.01% N 3.75% O 21.44% S 8.59% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)The condensation of 6-(2-amino-2-phenylacetamido)penicillanic acid sodium salt (I) with benzaldehyde (II) in DMF gives the corresponding imine (III), which is then condensed with iodomethyl penicillanate 1,1-dioxide (IV) in DMF to yield the bisester (V). Finally, this compound is deprotected by means of Girard P reagent and TsOH in methanol to afford the target bis-penicillanate.
| 【1】 del Pozo, C.; et al.; Synthesis of 1,1-dioxopenicillanoyloxymethyl 6-[D-alpha-(benzylideneaminophenylacetamido)]penicillanate and analogs. New intermediates in the preparation of sultamicillin. Tetrahedron 2001, 57, 29, 6209. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 48606 | sodium (2S,5R,6R)-6-[((2R)-2-[[(benzyloxy)carbonyl]amino]-2-phenylethanoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate | C24H24N3NaO6S | 详情 | 详情 | |
| (II) | 10498 | Benzaldehyde;Benzoic aldehyde;Phenylmethanal | 100-52-7 | C7H6O | 详情 | 详情 |
| (III) | 48607 | sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[((2R)-2-phenyl-2-[[(E)-benzylidene]amino]ethanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate | C23H22N3NaO4S | 详情 | 详情 | |
| (IV) | 48608 | iodomethyl (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda(6)-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate | C9H12INO5S | 详情 | 详情 | |
| (V) | 48609 | [([(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[((2R)-2-phenyl-2-[[(E)-benzylidene]amino]ethanoyl)amino]-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl)oxy]methyl (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda(6)-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate | C32H34N4O9S2 | 详情 | 详情 |
Extended Information