Sodium periodate → tert-Butyl {1-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-2-oxopiperidin-4-yl}carbamate

Participants

Role	Name	HCID	Charge
Reactant	Sodium periodate	HCID 23667635	—
Reactant	tert-Butyl {1-[2-(6-methoxy-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-2-oxopiperidin-4-yl}carbamate	HCID 86642633	—
Reactant	tert-Butyl {1-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]piperidin-4-yl}carbamate	HCID 86664537	—
Catalyst	Ruthenium dioxide hydrate	HCID 16211523	—
Solvent	Chloroform	HCID 6212	—
Product	tert-Butyl {1-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-2-oxopiperidin-4-yl}carbamate	HCID 86642634	—

Reaction Steps

tert-Butyl {1-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]piperidin-4-yl}carbamate (Intermediate 59, 835 mg, 2.1 mmol) was reacted with sodium periodate (2.8 g, 13.1 mmol) and ruthenium (IV) oxide hydrate (30 mg, 20.1 mmol) as described for Intermediate 115 for 16 hours, except, chloroform was used for aqueous workup. The product was obtained as a colorless solid, 230 mg (27%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07875715B2
Source dataset	uspto-grants-2011_01
ORD ID	ord-c1da0a2867c34614ae6b55b865aac30a
Source note	uspto-grants-2011_01