药物详细合成路线
| Name | Tolciclate;K-9147 | | Chemical Name | N-Methyl-N-(3-methylphenyl)carbamothioic acid O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester | | CAS | 50838-36-3 | | Related CAS | | | Formula | C20H21NOS | | Structure |  | | Formula Weight | 323.46047 | | Stage | 未确定 | | Company | | | Activity/Mechanism | Antifungal Agents, ANTIINFECTIVE THERAPY | | Syn. Route | 1 | | Route 1 | | compound can be prepared in two different ways both starting from sodium 1,4-methano-1,2,3,4-tetrahydro-6-naphthoxide (i):1) the reaction of (i) with thiophosgene in chloroform gives o-(1,4-methano-1,2,3,4-tetrahydro-6-naphthyl)chlorothioformiate (ii), n(20 c)(d) = 1.5930, which is then condensed with n-methyl-m-toluidine in the same solvent.2) the condensation of (i) with n-methyl-n-(m-tolyl)thiocarbamoyl chloride (iii) in acetone. | | |  | | List of intermediates | No. | | (3r)-6-bromo-3-(dicyclobutylamino)-8-fluoro-3,4-dihydro-2h-chromene-5-carboxylic acid | (iii) | | 2-benzyl 4-ethyl 4,8,8-trimethyl-6,10-dioxa-2-azaspiro[4.5]decane-2,4-dicarboxylate | (i) | | ethyl 2-benzyl-4,8,8-trimethyl-6,10-dioxa-2-azaspiro[4.5]decane-4-carboxylate | (ii) | | (2-benzyl-4,8,8-trimethyl-6,10-dioxa-2-azaspiro[4.5]dec-4-yl)methanol | (iv) | | | Reference 1: castaner, j.; de angelis, l.; tolciclate. drugs fut 1976, 1, 11, 543. Reference 2: melloni, p.; et al.; tetrahydro-2-naphthyl ester derivatives of tinonocarbanilic acids. de 2313845; fr 2181835; gb 1364407; jp 49005955; us 3855263 . |
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