[CH2:1]1[CH:5]2[CH:6]([NH2:11])[CH:7]([C:8]([OH:10])=[O:9])[CH:2]1[CH:3]=[CH:4]2.[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C>O.O1CCOCC1>[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH:11][CH:6]2[CH:5]3[CH2:1][CH:2]([CH:3]=[CH:4]3)[CH:7]2[C:8]([OH:10])=[O:9])(=[O:28])=[O:27])=[CH:22][CH:21]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1To a solution of 3-exo-aminobicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid (4.60 g, 0.03 mol) and 4-benzyloxy-benzenesulfonyl chloride (8.49 g, 0.03 mol) in water-dioxane (30 mL−30 mL) was added triethylamine (8.38 mL, 0.06 mol) at room temperature. The mixture was stirred for 12 h. The solution was concentrated and the residue was dissolved in water (30 mL). The aqueous solution was extracted with ether (50 mL) and the aqueous layer was acidified with 1 N HCI. The white precipitate was collected and dried to give 3-(4-benzyloxy-benzenesulfonylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (98% yield). Mp=201-203° C. (white solid).
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