Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942547Generated: October 31, 2026

Water → HCID 67331400, compound

https://huagongshe.com/reaction/1942547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenolHCID 996—
ReactantCesium carbonateHCID 10796—
ReactantHCID 86656368HCID 86656368—
SolventDimethylformamideHCID 6228—
ProductHCID 67331400HCID 6733140029.3%

Reaction Steps

A solution of tert-butyl (3R)-3-[{[4-(2-{benzyl[(benzyloxy)carbonyl]amino}ethyl)-2-methyl-2-{[(methylsulfonyl)oxy]methyl}-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-carbonyl}(isopropyl)amino]piperidine-1-carboxylate (170 mg), phenol (18 mg) and cesium carbonate (186 mg) in N,N-dimethylformamide (2 ml) was stirred at 80° C. for 5 hours. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (49 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-c07beebec8f849b8b7d401e2a2832cb9
Source noteuspto-grants-2013_03