Triphenylphosphine → N,O-bisphenyloxycarbonyl-t-butyloxycarbonylamino-2-propylhydroxylamine

참여 물질

역할	이름	HCID	투입량
반응물	Triphenylphosphine	HCID 11776	—
반응물	Diethyl azodicarboxylate	HCID 5462977	—
반응물	tert-butyl N-(2-hydroxypropyl)carbamate	HCID 9920508	—
반응물	N,O-Bis-(phenoxycarbonyl)-hydroxylamine	HCID 10107329	—
용매	Tetrahydrofuran	HCID 8028	—
생성물	N,O-bisphenyloxycarbonyl-t-butyloxycarbonylamino-2-propylhydroxylamine	HCID 86749470	836.9%

반응 조건

온도	0 °C

반응 단계

A one liter roundbottom flask was charged with N-Boc-1-amino-2-propanol (26.42 g, 0.0151 mol), triphenylphosphine (41.4 g, 0.158 mol), and N,O-bisphenyloxycarbonylhydroxylamine (43.2 g, 0.158 mol), and dry THF (550 mL). The solution was cooled to 0° C., and diethylazodicarboxylate (24.9 mL, 0.158 mol) was added in THF (50 mL). The reaction was stirred one hour after removing the cooling bath, and concentrated under vacuum. Chromatographic purification is enhanced by adding dichloromethane (200 mL) and concentrating in vacuo twice to remove THF before column chromatography (400 g silica gel, 15% EtOAc/Hex) to provide N,O-bisphenyloxycarbonyl-t-butyloxycarbonylamino-2-propylhydroxylamine (54.4 g, 80%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US05514702
출처 데이터셋	uspto-grants-1996_05
ORD ID	ord-fc2cceba9ecc4dca8fefd09f509b12a8
출처 메모	uspto-grants-1996_05