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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665392Generated: October 31, 2026

4-tert-Butylphenyl glycidyl ether, (+)- → 1'-[(2S)-3-(4-tert-butylphenoxy)-2-hydroxypropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,3'-piperidine]-5,6-dione

https://huagongshe.com/reaction/1665392

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-tert-Butylphenyl glycidyl ether, (+)-HCID 719373—
ReactantSpiro[naphtho[1,2-b][1,4]oxathiine-2,3'-piperidine]-5,6-dioneHCID 57662025—
Product1'-[(2S)-3-(4-tert-butylphenoxy)-2-hydroxypropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,3'-piperidine]-5,6-dioneHCID 57661991—

Reaction Steps

Compound 197 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,3′-piperidine]-5,6-dione, (2S)-2-[(4-tert-butylphenoxy)methyl]oxirane and conditions outlined in procedure Y. M.p.=90-92° C., 400 MHz 1H NMR (CDCl3) δ: 8.04-8.02 (d, J=7.43 Hz, 1H), 7.75-7.73 (d, J=7.82 Hz, 1H), 7.63-7.58 (m, 1H), 7.48-7.44 (m, 1H), 7.31-7.21 (m, 2H), 6.83-6.80 (m, 1H), 4.13-4.07 (m, 1H), 3.15-2.96 (m, 3H), 2.82 (s, 1H), 2.65-2.50 (m, 5H), 2.04-1.73 (m, 4H), 1.29 (s, 9H); LCMS: 508 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-b930f5250708480aaa98012896b1a06e
Source noteuspto-grants-2011_10