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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665402Generated: October 30, 2026

2-Benzyloxirane, (S)- → 1'-[(2S)-2-hydroxy-3-phenylpropyl]-9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

https://huagongshe.com/reaction/1665402

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Benzyloxirane, (S)-HCID 11018915—
Reactant9-Methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661884—
Product1'-[(2S)-2-hydroxy-3-phenylpropyl]-9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661994—

Reaction Steps

Compound 209 was synthesized using 9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2S)-2-benzyloxirane following conditions outlined in procedure Y. M.p.=110° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.92 (d, J=8.8 Hz, 1H), 7.21-7.31 (m, 6H), 7.11 (m, 1H), 4.10 (m, 1H), 3.92 (s, 3H), 3.15 (s, 2H), 3.10 (s, 2H), 2.76 (m, 4H), 2.60 (m, 2H), 2.22 (m, 2H), 1.95 (m, 2H); LCMS: 466 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-89271332c3c84b089498408c2becf0b3
Source noteuspto-grants-2011_10