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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870876Generated: October 29, 2026

(2S,5R)-tert-butyl 5-(benzyloxy(chlorocarbonyl)amino)-2-(1,2,4-thiadiazol-5-yl)piperidine-1-carboxylate → ((3R,6S)-6-(1,2,4-thiadiazol-5-yl)piperidin-3-yl)(benzyloxy)carbamic chloride HCl salt

https://huagongshe.com/reaction/870876

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-tert-butyl 5-(benzyloxy(chlorocarbonyl)amino)-2-(1,2,4-thiadiazol-5-yl)piperidine-1-carboxylateHCID 86701418—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Product((3R,6S)-6-(1,2,4-thiadiazol-5-yl)piperidin-3-yl)(benzyloxy)carbamic chloride HCl saltHCID 89886521—

Reaction Steps

(2S,5R)-tert-butyl 5-(benzyloxy(chlorocarbonyl)amino)-2-(1,2,4-thiadiazol-5-yl)piperidine-1-carboxylate was dissolved in 4 N HCl in dioxane (10 mL). The mixture was stirred at rt for 0.5 h and then concentrated to provide the crude ((3R,6S)-6-(1,2,4-thiadiazol-5-yl)piperidin-3-yl)(benzyloxy)carbamic chloride HCl salt, which was directly used in the next step. ESI-MS (EI+, m/z): 445 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969570B2
Source datasetuspto-grants-2015_03
ORD IDord-ebbeeb5ff4db4859a5bdbd2a0709cda9
Source noteuspto-grants-2015_03