Carzenide → Tert-butyl (cis)-3-{[4-(aminosulfonyl)benzoyl]amino}-4-{[(benzyloxy)carbonyl]amino}-1-piperidinecarboxylate

참여 물질

역할	이름	HCID	투입량
반응물	Carzenide	HCID 8739	—
반응물	Diisopropylethylamine	HCID 81531	—
반응물	Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate	HCID 151348	—
반응물	tert-Butyl 3-amino-4-(((benzyloxy)carbonyl)amino)piperidine-1-carboxylate	HCID 22143118	—
용매	Dimethylformamide	HCID 6228	—
생성물	Tert-butyl (cis)-3-{[4-(aminosulfonyl)benzoyl]amino}-4-{[(benzyloxy)carbonyl]amino}-1-piperidinecarboxylate	HCID 86587040	45.9%

반응 단계

1-tert-butoxycarbonyl-3-amino-4-(benzyloxycarbonyl)amino-piperidine (151b) (300 mg) was dissolved in DMF (5 mL) prior to addition of Hunig's base (0.45 mL). 4-(aminosulfonyl)benzoic acid (210 mg) was added followed by BOP (420 mg). The solution was stirred for 8 h then quenched with aqueous NH4Cl. The mixture was partitioned between EtOAc and water. The organic layer was washed with NaHCO3, 5% LiCl (3×), and brine. The organic layer was dried, filtered, and concentrated. Flash chromatography of the residue provided tert-butyl (cis)-3-{[4-(aminosulfonyl)benzoyl]amino}-4-{[(benzyloxy)carbonyl]amino}-1-piperidinecarboxylate (210 mg). MS found: (M−H)−=531.3.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US06706712B2
출처 데이터셋	uspto-grants-2004_03
ORD ID	ord-37fbc7cd552e4817a0b688b154e96339
출처 메모	uspto-grants-2004_03