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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404741Generated: October 29, 2026

Water → tert-Butyl 4-sulfanylpiperidine-1-carboxylate

https://huagongshe.com/reaction/404741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)HCID 22230—
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 4-(acetylthio)piperidine-1-carboxylateHCID 22494773—
SolventMethanolHCID 887—
Producttert-Butyl 4-sulfanylpiperidine-1-carboxylateHCID 2190609098.8%

Reaction Steps

2.15 g 4-Acetylsulfanyl-piperidine-1-carboxylic acid tert-butyl ester (272) were dissolved in 84 ml MeOH and treated with 2.1 g (55.5 mmol) sodium borohydride at 0° C. after stirring for 2 h at RT all volatiles were removed in vacuo and to the residue was added slowly water and 2.3 g (11 mmol) citric acid monohydrate. Extraction with dichloromethane, drying with Sodium sulfate and evaporation gave 1.78 g of crude 4-Mercapto-piperidine-1-carboxylic acid tert-butyl ester

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748614B2
Source datasetuspto-grants-2014_06
ORD IDord-0d6a642b236646698391dbbdf1146283
Source noteuspto-grants-2014_06