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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665403Generated: October 30, 2026

(2S)-2-((4-Chlorophenoxy)methyl)oxirane → 1'-[(2S)-3-(4-chlorophenoxy)-2-hydroxypropyl]-9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

https://huagongshe.com/reaction/1665403

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-((4-Chlorophenoxy)methyl)oxiraneHCID 7000094—
Reactant9-Methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661884—
Product1'-[(2S)-3-(4-chlorophenoxy)-2-hydroxypropyl]-9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 58244763—

Reaction Steps

Compound 210 was synthesized using 9-methoxyspiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2S)-2-[(4-chlorophenoxy)methyl]oxirane and conditions outlined in procedure Y. M.p.=109-110° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.88 (d, J=8.8 Hz, 1H), 7.32 (d, J=8.8 Hz, 2H), 7.21 (brs, 1H), 7.10 (dd, 1H), 6.97 (d, J=9.2 Hz, 2H), 4.84 (s, 1H), 3.98 (brm, 6H), 3.07 (s, 2H), 2.80 (m, 2H), 2.41 (m, 4H), 1.99 (m, 2H), 1.82 (m, 2H); LCMS: 516 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-9879a941b3ad4bc0b19033bf920d1017
Source noteuspto-grants-2011_10