Methyl ((S)-3-methyl-1-oxo-1-((S)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)butan-2-yl)carbamate → (S,S) [2-(4-{2-[1-(2-methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-imidazo[2,1-b]thiazol-6-yl]-carbamic acid tert-butyl ester

Participants

Role	Name	HCID	Charge
Reactant	Methyl ((S)-3-methyl-1-oxo-1-((S)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)butan-2-yl)carbamate	HCID 57462153	—
Reactant	(2-Bromo-imidazo[2,1-b]thiazol-6-yl)-carbamic acid tert-butyl ester	HCID 58310246	—
Product	(S,S) [2-(4-{2-[1-(2-methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-imidazo[2,1-b]thiazol-6-yl]-carbamic acid tert-butyl ester	HCID 68329041	22%

Reaction Steps

Compound A35 was synthesized from compound 10 (0.126 mmol) and compound 8 (0.164 mmol), following the procedure as described for compound A1, as a white lyophilized solid in 22% yield. MS (ESI, EI+) m/z=608.35 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09187496B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-3f863ef0178c42818c16c6fd0ba35fbe
Source note	uspto-grants-2015_11