Trifluoroacetic acid → (S)-3-((S)-2-((S)-4-Phenyl-3-((4-biphenylyl)methyl)4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-(3,4-methylenedioxyphenyl)propionic acid

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	1,1'-Biphenyl, 4-(bromomethyl)-	HCID 257716	—
Reactant	tert-butyl (3S)-3-amino-3-(1,3-dioxaindan-5-yl)propanoate	HCID 57048399	—
Reactant	(S)-2-((S)-4-phenyl-3-((4-biphenylyl)methyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetic acid	HCID 69083920	—
Reactant	tert-Butyl (S)-2-((S)-4-(4-bromophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate	HCID 86588628	—
Reactant	(s)-2-((s)-4-Phenyl-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate	HCID 131723411	—
Product	(S)-3-((S)-2-((S)-4-Phenyl-3-((4-biphenylyl)methyl)4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-(3,4-methylenedioxyphenyl)propionic acid	HCID 59902397	—

Reaction Steps

(by reaction of (S)-2-((S)-4-phenyl-3-((4-biphenylyl)methyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetic acid (obtainable by reaction of 169.2 with 4-phenylbenzyl bromide analogously to the synthesis of 169.3 and subsequent reactions analogously to the preparation of 169.5) with tert-butyl (S)-3-amino-3-(3,4-methylenedioxyphenyl)propionate and subsequent cleavage of the tert-butyl ester with trifluoroacetic acid)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06423712B1
Source dataset	uspto-grants-2002_07
ORD ID	ord-07a09c84217e43b69259cc7722a20d72
Source note	uspto-grants-2002_07