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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344295Generated: October 30, 2026

Hydrazine hydrate (1:1) → Tert-butyl (3s,4r)-4-(aminomethyl)-3-hydroxypiperidine-1-carboxylate

https://huagongshe.com/reaction/344295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactantcis-1-tert-butoxycarbonyl-4-(2,3-dihydro-1,3-dioxo-1 H-isoindol-2-yl)methyl-3-hydroxypiperidineHCID 70075564—
SolventEthanolHCID 702—
ProductTert-butyl (3s,4r)-4-(aminomethyl)-3-hydroxypiperidine-1-carboxylateHCID 57983247110.8%

Reaction Steps

To a solution of cis-l-tert-butoxycarbonyl-4-(2,3-dihydro-1,3-dioxo-1 H-isoindol-2-yl)methyl-3-hydroxypiperidine (2.4 g) in ethanol (35 ml) was added hydrazine monohydrate (0.48 ml), and the resulting mixture was stirred at refluxing temperature for 1 hr. The resulting crystals were filtered off and the solvent was evaporated under reduced pressure to give 1.7 g of cis-4-aminomethyl-1-tert-butoxycarbonyl-3-hydroxypiperidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05864039
Source datasetuspto-grants-1999_01
ORD IDord-bd4fac9bf41f4bfa8ecdc9feee18d5e1
Source noteuspto-grants-1999_01