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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665401Generated: October 30, 2026

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

https://huagongshe.com/reaction/1665401

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Benzyloxirane, (R)-HCID 11018916—
Reactant9-Methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661884—
Product1'-[(2R)-2-hydroxy-3-phenylpropyl]-9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661832—

Reaction Steps

Compound 208 was synthesized using 9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2R)-2-benzyloxirane using conditions outlined in procedure Y. M.p.=106° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.88 (d, J=8.8 Hz, 1H), 7.08-7.28 (m, 7H), 4.50 (brs, 1H), 3.93 (brs, 4H), 3.07 (s, 2H), 2.76 (m, 4H), 2.60 (m, 2H), 2.33 (m, 2H), 1.95 (m, 2H), 1.83 (m, 2H); LCMS: 466 [M+H];

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-5896b3a68955498195fc995b7e24730e
Source noteuspto-grants-2011_10