[SH:1][CH2:2][CH2:3][C:4]([NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:6])[CH3:5].CC1C=CC(S(O[CH2:29][CH:30]2[CH2:41][O:40][CH2:39][CH2:38][O:37][CH2:36][CH2:35][O:34][CH2:33][CH2:32][O:31]2)(=O)=O)=CC=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[O:31]1[CH2:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH2:38][CH2:39][O:40][CH2:41][CH:30]1[CH2:29][S:1][CH2:2][CH2:3][C:4]([NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:6])[CH3:5]To a solution of benzyl 4-mercapto-2-methylbutan-2-ylcarbamate (242 mg, 0.955 mmol) in N,N-dimethylformamide (1 ml) was added (1,4,7,10-tetraoxacyclododecan-2-yl)methyl 4-methylbenzenesulfonate (218.4 mg, 0.6060 mmol) and cesium carbonate (253 mg, 0.776 mmol). The solution was heated to 60° C. for 15 hours, cooled to room temperature, concentrated in vacuo, and the residue purified by flash chromatography (30%-100% ethylacetate in hexanes) to afford the title compound as a clear oil (quantitative); LRMS (ESI/APCI) m/z 442 [M]+.
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