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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386184Generated: November 2, 2026

2-(1-{[tert-Butyl(dimethyl)silyl]oxy}-7-phenylheptyl)-1,3-oxazole → 2-(7-Phenylheptanoyl)oxazole-5-carbaldehyde

https://huagongshe.com/reaction/2386184

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(1-{[tert-Butyl(dimethyl)silyl]oxy}-7-phenylheptyl)-1,3-oxazoleHCID 68523722—
Reactant2-(1-(tert-Butyldimethylsilyloxy)-7-phenylheptyl)oxazole-5-carbaldehydeHCID 86640152—
SolventDimethylformamideHCID 6228—
Product2-(7-Phenylheptanoyl)oxazole-5-carbaldehydeHCID 1199189487%

Reaction Steps

2-(1-(tert-Butyldimethylsilyloxy)-7-phenylheptyl)oxazole-5-carbaldehyde. The title compound was prepared from 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazole (122 mg, 0.327 mmol) and N,N-dimethylformamide following General Procedure K. Flash chromatography (2-10% EtOAc/hexanes) yielded the title compound as a clear oil (114 mg, 87%): 1H NMR (CDCl3, 600 MHz) δ 9.77 (s, 1H), 7.78 (s, 1H), 7.27-7.25 (m, 2H), 7.17-7.15 (m, 3H), 4.86 (t, 1H, J=7.0 Hz), 2.58 (t, 2H, J=7.5 Hz), 1.91-1.85 (m, 2H), 1.62-1.57 (m, 2H), 1.43-1.33 (m, 6H), 0.88 (s, 9H), 0.07 (s, 3H), −0.02 (s, 3H); 13C NMR (CDCl3, 150 MHz) δ 177.5, 170.8, 150.5, 143.6, 137.8, 129.2, 129.1, 126.5, 69.5, 37.2, 36.8, 32.2, 29.9, 29.9, 26.5, 25.8, 19.1, −4.2, −4.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268817B2
Source datasetuspto-grants-2012_09
ORD IDord-f9aba6a868e54a91a3ec899eefd1b04c
Source noteuspto-grants-2012_09