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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277199Generated: October 30, 2026

Triphenylphosphine → HCID 86731260, compound

https://huagongshe.com/reaction/2277199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 7023103—
ReactantDIAD tolueneHCID 66880968—
Reactant2-(4-(Cyclopropylmethoxy)-3,5-difluorophenyl)-1,3-benzoxazol-6-olHCID 86731258—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86731260HCID 8673126090.6%

Reaction Steps

To a solution of 2-(4-(cyclopropylmethoxy)-3,5-difluorophenyl)-1,3-benzoxazol-6-ol (1.92 g), tert-butyl ((2S)-1-hydroxypropan-2-yl)carbamate (1.59 g) and triphenylphosphine (2.38 g) in THF (15 mL) was added dropwise diisopropyl azodicarboxylate toluene solution (1.9 M, 4.78 mL), and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (2.60 g). 1H NMR (300 MHz, CDCl3) δ 0.29-0.37 (2H, m), 0.56-0.67 (2H, m), 1.17-1.36 (4H, m), 1.46 (9H, s), 3.94-4.19 (5H, m), 4.67-4.82 (1H, m), 6.97 (1H, dd, J=8.7, 2.3 Hz), 7.10 (1H, d, J=2.3 Hz), 7.62 (1H, d, J=8.7 Hz), 7.68-7.81 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133129B2
Source datasetuspto-grants-2015_09
ORD IDord-eed1d9b4a77e489c9a72b4943649c11d
Source noteuspto-grants-2015_09