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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657131Generated: October 29, 2026

Triethylamine → HCID 68810552, compound

https://huagongshe.com/reaction/657131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 68994352HCID 68994352—
SolventChloroformHCID 6212—
ProductHCID 68810552HCID 6881055273%

Reaction Steps

To cis-(3RS,5RS)-5-hydroxy-1-{[(phenylmethyl)oxy]carbonyl}-3-piperidinecarboxylic acid (0.78 g; 2.8 mmol) in CHCl3 was added Et3N (2.0 ml; 15 mmol), and tert-butyldimethylsilyl chloride (1.06 g; 7.0 mmol). The reaction was allowed to stir for 14 hours under N2 at room temperature. The reaction was diluted with 200 ml of CHCl3 and washed with saturated aqueous NaHCO3, 0.1 N aqueous HCl, saturated aqueous NH4Cl, and brine. The organic layer was dried with Na2SO4, and the solvents were removed to provide the desired compound (0.80 g; 73%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-9dc301bdbd9343f591b66da296c469a1
Source noteuspto-grants-2011_12