Triethylamine → HCID 57488852, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Pyrrolidine	HCID 31268	—
Reactant	Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate	HCID 151348	—
Reactant	(R)-2-((tert-butoxycarbonyl)amino)-2-phenylpropanoicacid	HCID 57183565	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 57488852	HCID 57488852	88.2%

Reaction Steps

BOP (880 mg, 2.0 mmol) was added to a mixture containing pyrrolidine (142 mg, 2.0 mmol), Et3N (279 ul, 2.0 mmol) and N-Boc-2-phenylalanine (570 mg, 1.67 mmol) in DMF (10 ml) and the resulting mixture was stirred at room temperature for 16 h. The solvent was removed under reduced pressure and the residue was taken up in EtOAc and washed with brine, dried and concentrated. The crude product was purified by column chromatography (48 g silica gel 60,230-400 mesh, 20% EtOAc in hexane as eluent) to give 581 mg (75%) of the title compound as a white solid. MS(ES) m/e 395.6 [M+H]1

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07432258B2
Source dataset	uspto-grants-2008_10
ORD ID	ord-5afe29fdc5f043879b6998fdb244651c
Source note	uspto-grants-2008_10