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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665391Generated: October 31, 2026

2-Benzyloxirane, (S)- → 1'-[(2S)-2-hydroxy-3-phenylpropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,3'-piperidine]-5,6-dione

https://huagongshe.com/reaction/1665391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Benzyloxirane, (S)-HCID 11018915—
ReactantSpiro[naphtho[1,2-b][1,4]oxathiine-2,3'-piperidine]-5,6-dioneHCID 57662025—
Product1'-[(2S)-2-hydroxy-3-phenylpropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,3'-piperidine]-5,6-dioneHCID 57661817—

Reaction Steps

Compound 196 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,3′-piperidine]-5,6-dione, (2S)-2-benzyloxirane and conditions outlined in procedure Y. M.p.=59-60° C., 400 MHz 1H NMR (CDCl3) δ: 8.05-8.03 (br d, J=7.43 Hz, 1H), 7.73-7.70 (m, 1H), 7.65-7.60 (m, 1H), 7.52-7.44 (m, 1H), 7.31-7.18 (m, 5H), 3.95-3.91 (m, 1H), 3.18-2.91 (m, 3H), 2.78-2.53 (m, 5H), 2.45-2.33 (m, 2H), 2.03-1.71 (m, 4H); LCMS: 436 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-034957e89b6e4ff6a369753faa333779
Source noteuspto-grants-2011_10