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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61469Generated: October 29, 2026

Hydrochloric Acid → Methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1-carboxylate

https://huagongshe.com/reaction/61469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydroxylamineHCID 787—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 67304232HCID 67304232—
SolventMethanolHCID 887—
ProductMethyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1-carboxylateHCID 8659825863%

Reaction Steps

To the reaction mixture of dimethyl(2S,3S,5S)-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1,3-dicarboxylate (51 mg, 0.00010 mol) in tetrahydrofuran (0.50 mL, 0.0062 mol) was added 1.640 M of N-hydroxyamine in methanol (1.25 mL) made from the corresponding salt and sodium methoxide. After stirred at rt for 1 h, the mixture was acidified with 1N HCl. The resultant mixture was applied directly on RP-HPLC to afford the product as a TFA salt (39 mg, 63%). MS (ESI): (M+H)+=499.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440958B2
Source datasetuspto-grants-2016_09
ORD IDord-0e6a7b7a82754c18b2f6c91ef2f9e093
Source noteuspto-grants-2016_09