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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056879Generated: October 29, 2026

tert-Butanol → HCID 123831591, compound

https://huagongshe.com/reaction/1056879

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantDiisopropylethylamineHCID 81531—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 67405349HCID 67405349—
ProductHCID 123831591HCID 123831591—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-(Benzyloxy)-1-(biphenyl-3-yl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid (48.0 g, 121 mmol), DIPEA (31.25 g, 242 mmol), and DPPA (49.9 g, 91.2 mmol) were added to t-BuOH (500 mL) at room temperature. The resulting solution was heated to at 80° C. for 16 h. After cooling to room temperature, the mixture was concentrated to give a residue which was purified by silica gel chromatography to afford tert-butyl[5-(benzyloxy)-1-(biphenyl-3-yl)-4-oxo-1,4-dihydropyridin-2-yl]carbamate. !H NMR δ (400 MHz, CDCl3): 7.70 (d, J−7.6 Hz, 1H), 7.58-7.53 (m, 3H), 7.47 (m, 2H), 7.42-7.37 (m, 4H), 7.33-7.20 (m, 3H)1 7.18 (d, J=7.2 Hz, 1H), 6.94 (s, 1H), 6.87 (s, 1H), 6.09 (s, 1H), 5.12 (s, 2H)f 1.34 (s, 9H). MS (ESI) (M+H)+ 469.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399651B2
Source datasetuspto-grants-2016_07
ORD IDord-621f1397b4ff441d984764fcf4921905
Source noteuspto-grants-2016_07