Triphenylphosphine → 2-(3-{[tert-butyl(dimethyl)silyl]oxy}-1-methylpropyl)-5-(3-chlorophenyl)-2H-tetrazole

関与物質

役割	名称	HCID	仕込み量
反応物	Triphenylphosphine	HCID 11776	—
反応物	5-(3-chlorophenyl)-2H-1,2,3,4-tetrazole	HCID 592520	—
反応物	Diethyl azodicarboxylate	HCID 5462977	—
反応物	4-((tert-Butyldimethylsilyl)oxy)butan-2-ol	HCID 11019995	—
溶媒	Tetrahydrofuran	HCID 8028	—
生成物	2-(3-{[tert-butyl(dimethyl)silyl]oxy}-1-methylpropyl)-5-(3-chlorophenyl)-2H-tetrazole	HCID 68431875	98.1%

反応条件

温度	0 °C

反応手順

To triphenylphosphine (2.6 g, 10 mmol) in THF (50 mL) at 0° C. under argon, DEAD (1.6 mL, 10 mmol) added during 5 minutes. After stirring for 40 minutes at 0° C. 5-(3-chlorophenyl)-2H-tetrazole (0.90 g, 5 mmol) followed by a solution of 4-{[tert-butyl(dimethyl)silyl]oxy}butan-2-ol (1.53 g, 7.5 mmol) (Tett. 2003, 59, 4739-4748) in THF (5 mL) was added. Stirring at 0° C. for 10 minutes was followed by 21 h at r.t. The mixture was concentrated and purified by flash column chromatography (SiO2, Heptane-EtOAc 7:1) to give 1.8 g (98%) of the title compound.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07691892B2
出典データセット	uspto-grants-2010_04
ORD ID	ord-daf21f08fdd8429988c900ab2611d222
出典メモ	uspto-grants-2010_04