1-(Boc-aminomethyl)cyclobutanemethanol synthesis

Yield:1147107-35-4 89%

Reaction Conditions:

Stage #1: di-tert-butyl dicarbonate;[1-(aminomethyl)cyclobutyl]methanol in dichloromethane at 20; for 40 h;
Stage #2: with ammonium chloride in dichloromethane; for 0.166667 h;

Steps:

T.1

Intermediate T: l'-oxo-2',3'-dihydro-l'H-spiro[cyclobutane-1,4'-[1,4]diazepino[1,2- a]indole]-8'-carboxylic acid Step 1: Synthesis of tert-butyl {[l-(hydroxymethyl)cyclobutyl]methyl}carbamate Di-tert-butyl dicarbonate (23.19 mL, 104 mmol) is added to a stirred solution of [1- (aminomethyl)cyclobutyl]methanol (12 g, 104 mmol) in CH₂CI₂ (700 mL) and the reaction mixture is stirred for 40 h at room temperature. Saturated NH₄CI (300 mL) is added and the mixture is stirred for another 10 min. The organic layer is separated, washed with saturated NaHC0₃ (100 mL), dried (Na₂S0₄) and concentrated to afford the title compound (20 g, 89%) as a white solid.

References:

WO2011/71716,2011,A1 Location in patent:Page/Page column 79