2,5-Dibromo-thieno[3,2-b]furan → 4-(2-bromo-thieno[3,2-b]furan-5-yl)-(S)-2-(1-tert-butoxycarbonyl-pyrrolidin-2-yl)-imidazole-1-carboxylic acid tert-butyl ester

Participants

Role	Name	HCID	Charge
Reactant	2,5-Dibromo-thieno[3,2-b]furan	HCID 58310386	—
Reactant	2-((S)-1-tert-butoxycarbonyl-pyrrolidin-2-yl)-5-tributylstannanyl-imidazole-1-carboxylic acid tert-butyl ester	HCID 67240181	—
Reactant	(S)-2-{5-[5-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-thieno[3,2-b]thiophen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester	HCID 67240543	—
Product	4-(2-bromo-thieno[3,2-b]furan-5-yl)-(S)-2-(1-tert-butoxycarbonyl-pyrrolidin-2-yl)-imidazole-1-carboxylic acid tert-butyl ester	HCID 58310480	16%

Reaction Steps

Intermediate E81 was synthesized from 2,5-dibromo-thieno[3,2-b]furan (8.9 mmol) (Roowin) and intermediate 61 (9.35 mmol) following the procedure as described for the intermediate 63 (reaction time=6 hours and chromatography eluent: petroleum ether/AcOEt) to give intermediate E81 in 16% yield. MS (ESI, EI+) m/z=539 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09187496B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-11c50e68175f41a59671a302067d9347
Source note	uspto-grants-2015_11