Dimethyl acetylenedicarboxylate → 7-Azabicyclo[2.2.1]hepta-2,5-diene-2,3,7-tricarboxylic acid 2,3-dimethyl 7-tert-butyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	Dimethyl acetylenedicarboxylate	HCID 12980	—
反応物	tert-butyl 1H-pyrrole-1-carboxylate	HCID 643494	—
生成物	7-Azabicyclo[2.2.1]hepta-2,5-diene-2,3,7-tricarboxylic acid 2,3-dimethyl 7-tert-butyl ester	HCID 14085413	50%

反応条件

温度	120 °C

反応手順

Freshly distilled acetylenedicarboxylic acid dimethyl ester (6.7 mL, 54 mmol) and N-(tert-butyloxycarbonyl)-1H-pyrrole (9.0 mL, 54 mmol) were combined and heated at 120° C. for 3 h. Purification by flash chromatography on SiO2 eluting with EtOAc/CH2Cl2 gave 8.3 g (27 mmol, 50%) of compound 31A as a yellow solid.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07141578B2
出典データセット	uspto-grants-2006_11
ORD ID	ord-cf73406a75374ce68bddf715f69afaa4
出典メモ	uspto-grants-2006_11