Diisopropylethylamine → Benzyl[(1S)-2-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-1-(hydroxymethyl)-2-oxoethyl]carbamate

関与物質

役割	名称	HCID	仕込み量
反応物	Diisopropylethylamine	HCID 81531	—
反応物	N-(Benzyloxycarbonyl)-L-serine	HCID 100310	—
反応物	N-BOC-ethylenediamine	HCID 187201	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	Benzyl[(1S)-2-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-1-(hydroxymethyl)-2-oxoethyl]carbamate	HCID 131727162	—

反応手順

1.05 g (2.759 mmol) of HATU and 648.3 mg (5.016 mmol) of N,N-diisopropylethylamine are added to a solution of 600 mg (2.5 mmol) of N-[(benzyloxy)carbonyl]-L-serine in 25 ml of anhydrous DMF. After stirring at RT for 15 min, 442.0 mg (2.76 mmol) of tert-butyl(2-aminoethyl)carbamate are added. The reaction mixture is stirred at RT for 15 h. The solvent is then evaporated and the residue is taken up in dichloromethane. The organic phase is washed with water, dried over magnesium sulfate and concentrated. The crude product is purified by preparative HPLC.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07446102B2
出典データセット	uspto-grants-2008_11
ORD ID	ord-7324fe4098a248fe8c32cd8e15095782
出典メモ	uspto-grants-2008_11