[C:1](C1CC1(N)C(O)=O)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].CCN(C(C)C)C(C)C.CN(C(ON1N=[N:42][C:37]2[CH:38]=[CH:39]C=[N:41][C:36]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH4+].[OH-:52]>CN(C=O)C>[CH2:4]([O:3][C:1](=[O:2])[NH:42][C:37]1([C:36](=[O:52])[NH2:41])[CH2:39][CH2:38]1)[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1To a vial was added Cbz-1-aminocyclopropane-1-carboxylic acid (1.00 g, 4.25 mmol) in DMF (10 mL), followed by the addition of DIPEA (137 g, 10.6 mmol) and HATU (1.80 g, 4.73 mmol). The reaction mixture was stirred at room temperature for 15 min, followed by the addition of NH4OH (4 mL). The reaction mixture was stirred at room temperature for 3 h. The reaction mixture was concentrated in vacuo. The yellow solid residue was dissolved in EtOAc/H2O. The organic phase was separated, washed with water, brine, dried over anhydrous Na2SO4, filtered, concentrated and dried under high vacuum to afford 935 mg of (1-carbamoyl-cyclopropyl)-carbamic acid benzyl ester as a light yellow solid, m/z 235.8 [M+1]+.
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