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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61466Generated: October 29, 2026

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

https://huagongshe.com/reaction/61466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydroxylamineHCID 787—
ReactantSodium MethoxideHCID 10942334—
Reactantdimethyl(2S,3S,5S)-5-(2-oxo-2-pyrrolidin-1-ylethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67304375—
SolventMethanolHCID 887—
ProductMethyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-5-(2-oxo-2-pyrrolidin-1-ylethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1-carboxylateHCID 8659825518%

Reaction Steps

To the reaction mixture of dimethyl(2S,3S,5S)-5-(2-oxo-2-pyrrolidin-1-ylethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate (64 mg, 0.00012 mol) in methanol (0.5018 mL, 0.01239 mol) was added 1.640 M of N-hydroxyamine in methanol solution (1.51 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 (14 mg, 18%). MS (ESI): (M+H)+=518.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440958B2
Source datasetuspto-grants-2016_09
ORD IDord-e8ea4027664e48b8adde8e9161575bd6
Source noteuspto-grants-2016_09