(S)-1-((R)-2-(diethylamino)-2-phenylacetyl)-N-(4-(((4-fluorophenyl)(4-((S)-pyrrolidine-2-carboxamido)benzyl)amino)methyl)phenyl)pyrrolidine-2-carboxamide → methyl {(1S)-2-{(2S)-2-[(4-{[{-4-[({(2S)-1-[(2R)-2-(diethylamino)-2-phenylacetyl]pyrrolidin-2-yl}carbonyl)amino]benzyl}(4-fluorophenyl)amino]methyl}phenyl)carbamoyl]pyrrolidin-1-yl}-2-oxo-1-[(3R)-tetrahydrofuran-3-yl]ethyl}carbamate

Participants

Role	Name	HCID	Charge
Reactant	(S)-1-((R)-2-(diethylamino)-2-phenylacetyl)-N-(4-(((4-fluorophenyl)(4-((S)-pyrrolidine-2-carboxamido)benzyl)amino)methyl)phenyl)pyrrolidine-2-carboxamide	HCID 59540095	—
Reactant	(S)-2-(methoxycarbonylamino)-2-((R)-tetrahydrofuran-3-yl)acetic acid	HCID 66630452	—
Product	methyl {(1S)-2-{(2S)-2-[(4-{[{-4-[({(2S)-1-[(2R)-2-(diethylamino)-2-phenylacetyl]pyrrolidin-2-yl}carbonyl)amino]benzyl}(4-fluorophenyl)amino]methyl}phenyl)carbamoyl]pyrrolidin-1-yl}-2-oxo-1-[(3R)-tetrahydrofuran-3-yl]ethyl}carbamate	HCID 59540426	62%

Reaction Steps

The product from Example 81A (0.042 g, 0.060 mmol) and (S)-2-(methoxycarbonylamino)-2-((R)-tetrahydrofuran-3-yl)acetic acid (0.013 g, 0.066 mmol) were processed as in Example 81A to give 0.033 g (62%) of the title compound as an off-white solid. MS (AA, ELSD+) m/z 890 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09278922B2
Source dataset	uspto-grants-2016_03
ORD ID	ord-b09f88e08d8d46248848b54b3778c24c
Source note	uspto-grants-2016_03