2-Thiopheneboronic acid → (2R)-2-hydroxy-2-[(2R)-4-[4-[2-(2-hydroxyethyl)phenyl]phenyl]-3-oxomorpholin-2-yl]-N-[4-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]acetamide

Participants

Role	Name	HCID	Charge
Reactant	2-Thiopheneboronic acid	HCID 2733960	—
Reactant	2-(2-(tert-Butyldimethylsilyloxy)ethyl)phenylboronic acid	HCID 44119349	—
Reactant	(2R)-2-hydroxy-2-[(2R)-4-(4-iodophenyl)-3-oxomorpholin-2-yl]-N-[4-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]acetamide	HCID 136337790	—
Product	(2R)-2-hydroxy-2-[(2R)-4-[4-[2-(2-hydroxyethyl)phenyl]phenyl]-3-oxomorpholin-2-yl]-N-[4-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]acetamide	HCID 136337789	33.7%

Reaction Steps

According to the Step 22-1 in synthetic method for EXAMPLE 22, compound 106-2 (30 mg) and [2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]phenyl]boronic acid (31.4 mg) were used instead of 14-4 and 2-thiopheneboronic acid to obtain compound 106-3 (10 mg) as a colorless amorphous solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08987242B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-3e0588d488ab4356bd3055ead7776472
Source note	uspto-grants-2015_03