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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407900Generated: November 1, 2026

Piperidine → (R)-3-((R)-2-amino-3-(6-(benzyloxy)-6-oxohexylamino)-3-oxopropylthio)propane-1,2-diyl didodecanoate

https://huagongshe.com/reaction/2407900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant(R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(6-(benzyloxy)-6-oxohexylamino)-3-oxopropylthio)propane-1,2-diyl didodecanoateHCID 86678291—
SolventAcetonitrileHCID 6342—
Product(R)-3-((R)-2-amino-3-(6-(benzyloxy)-6-oxohexylamino)-3-oxopropylthio)propane-1,2-diyl didodecanoateHCID 67416012—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(6-(benzyloxy)-6-oxohexylamino)-3-oxopropylthio)propane-1,2-diyl didodecanoate (1 eq) was added 20% piperidine (50 eq) in acetonitrile. The resulting mixture was stirred at 25° C. until the deprotection completed. To the mixture was concentrated en vaccuo. The crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 100% EtOAc, then 0-10% MeOH/DCM to give the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08808703B2
Source datasetuspto-grants-2014_08
ORD IDord-216d66d91ddf4b12ba41dc5ba4adc019
Source noteuspto-grants-2014_08