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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670432Generated: November 1, 2026

Dimethylformamide → tert-butyl [(3S)-4-oxo-9-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamate

https://huagongshe.com/reaction/1670432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantO-(3-aminobiphenyl-2-yl)-N-(tert-butoxycarbonyl)-L-serineHCID 67328341—
SolventEthyl AcetateHCID 8857—
Producttert-butyl [(3S)-4-oxo-9-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamateHCID 8662874859.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

0.136 ml of diethyl cyanophosphonate (147.8 mg, 0.906 mmol) is introduced, at 0° C., into a 25 mL three-necked flask containing 284 mg of 36 (0.763 mmol) and 6.2 mL of DMF, followed 10 minutes later by 0.102 ml of TEA (0.731 mmol). The reaction medium is stirred at 0° C. for 2 h. 20 ml of AcOEt are added and then the mixture is washed with twice 20 mL of distilled water. The organic phase is dried over MgSO4, filtered and then evaporated to dryness. 160 mg of expected product 37 are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994161B2
Source datasetuspto-grants-2011_08
ORD IDord-2aab7ad252554f3d962913d91899c43d
Source noteuspto-grants-2011_08