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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665270Generated: October 30, 2026

(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid → Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidinium]-5,6-dione trans-2-carboxycyclohexanecarboxylate

https://huagongshe.com/reaction/1665270

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acidHCID 720895—
ReactantSpiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dioneHCID 57661820—
ProductSpiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidinium]-5,6-dione trans-2-carboxycyclohexanecarboxylateHCID 131729238—

Reaction Steps

Compound 15 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, trans-cyclohexane-1,2-dicarboxylic acid and conditions outlined for compound 14. M.p.=208-211° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.90-7.87 (m, 1H), 7.82-7.73 (m, 2H), 7.58-7.53 (m, 1H), 3.06 (s, 2H), 2.96-2.86 (m, 4H), 2.29-2.26 (m, 2H), 1.98-1.91 (m, 4H), 1.77-1.65 (m, 4H), 1.23-1.17 (m, 4H); LCMS: 302 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-fefd8e701972431796259d0766b5a200
Source noteuspto-grants-2011_10