4-(4-Benzyl-1,3-thiazol-2-yl)-2-bromo-1-trifluoroacetylaminobenzene → (R)-1-(N-Benzyloxycarbonylpyrrolidin-2-yl)-3-(N-(2-bromo-4-(4-benzyl-1,3-thiazol-2-yl)phenyl)-N-trifluoroacetylamino)propene

Participants

Role	Name	HCID	Charge
Reactant	4-(4-Benzyl-1,3-thiazol-2-yl)-2-bromo-1-trifluoroacetylaminobenzene	HCID 19702148	—
Reactant	(R)-1-(N-Benzyloxycarbonylpyrrolidin-2-yl)-3-hydroxypropene	HCID 54485243	—
Product	(R)-1-(N-Benzyloxycarbonylpyrrolidin-2-yl)-3-(N-(2-bromo-4-(4-benzyl-1,3-thiazol-2-yl)phenyl)-N-trifluoroacetylamino)propene	HCID 53803220	97%

Reaction Steps

4-(4-Benzyl-1,3-thiazol-2-yl)-2-bromo-1-trifluoroacetylaminobenzene and (R)-1-(N-benzyloxycarbonylpyrrolidin-2-yl)-3-hydroxypropene were used. Chromatography using elution with a 1-5% either gradient in methylene chloride afforded the title compound (97%) as a white foam: FAB LRMS (m/z, relative intensity) 686 (MH2+, 100), 685 (MH+, 60), 684 (M+, 90), 640 (23), 578 (15), 441 (17), 371 (20); FAB HRMS calculated for [C33H29BrF3N3O3S·H]+ [with 78Br and 32S] 664.1145, found 684.1157.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05594014
Source dataset	uspto-grants-1997_01
ORD ID	ord-0ebd48ff713848acb4669506c9893f21
Source note	uspto-grants-1997_01