Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046107Generated: October 25, 2026

Ozone → HCID 58109197, compound

https://huagongshe.com/reaction/1046107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOzoneHCID 24823—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantSodium borohydrideHCID 4311764—
Reactant(R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-oneHCID 53473487—
ProductHCID 58109197HCID 58109197—

Reaction Steps

The title compound was prepared from (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one and pyridine-3-boronic acid using a procedure analogous to that described in Example 1 Step 2 followed by treatment with (i) ozone and (ii) NaBH4. LC-MS Method 2 tR=1.412, min, m/z=421.2; 1H NMR (CDCl3) 1.52 (d, 3H), 2.03-2.17 (m, 3H), 2.22-2.32 (m, 3H), 2.81 (m, 1H), 3.47-3.52 (m, 1H), 3.72 (m, 1H), 5.63 (m, 1H), 6.93-7.01 (m, 4H), 7.21-7.26 (m, 2H), 7.28-7.33 (m, 3H), 7.73 (m, 1H), 8.51 (m, 1H), 8.68 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569292B2
Source datasetuspto-grants-2013_10
ORD IDord-a6f3ab3881094b8bab6c6408467382d1
Source noteuspto-grants-2013_10