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【结 构 式】 
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【药物名称】 【化学名称】N2-[3-[[1(R)-(Benzyloxycarbonylamino)-2-phenylethyl](hydroxy)phosphoryl]-2-(2-naphthylsulfanylmethyl)propionyl]-L-tryptophanamide 【CA登记号】 【 分 子 式 】C41H41N4O6PS 【 分 子 量 】748.84492 |
【开发单位】University of Athens (Originator) 【药理作用】Antiarthritic Drugs, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, MMP-8 (Neutrophil Collagenase) Inhibitors |
合成路线1
The title compound was prepared starting from the phosphinic dipeptide (I). Deprotection of the tert-butyl ester of (I) under acidic conditions afforded the carboxylic acid (II). This was then coupled with tryptophan amide (III) using EDC and HOBt to produce (IV). Finally, conjugate addition of 2-naphthalenethiol (V) to (IV) in the presence of NaOEt furnished the target thioether.
| 【1】 Matziari, M.; Georgiadis, D.; Dive, V.; Yiotakis, A.; Convenient synthesis and diversification of dehydroalaninyl phosphinic peptide analogues. Org Lett 2001, 3, 5, 659. |
| 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) | 48204 | (1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl[2-(tert-butoxycarbonyl)-2-propenyl]phosphinic acid | C24H30NO6P | 详情 | 详情 | |
| (II) | 48205 | 2-[[((1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)(hydroxy)phosphoryl]methyl]acrylic acid | C20H22NO6P | 详情 | 详情 | |
| (III) | 48206 | (2S)-2-amino-3-(1H-indol-3-yl)propanamide | C11H13N3O | 详情 | 详情 | |
| (IV) | 48207 | 2-([[(1S)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino]carbonyl)-2-propenyl((1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphinic acid | C31H33N4O6P | 详情 | 详情 | |
| (V) | 15234 | 2-Naphthalenethiol; 2-Naphthylhydrosulfide | 91-60-1 | C10H8S | 详情 | 详情 |
Extended Information