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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71752Generated: October 29, 2026

4-Methylmorpholine → 2-[3,3-Bis(tert-butoxycarbonylamino)-2-oxo-piperidin-1-yl]-propionic acid ethyl ester

https://huagongshe.com/reaction/71752

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2,2-Bis(tert-butoxycarbonylamino)-5-(1-ethoxycarbonyl-ethylamino)-pentanoic acidHCID 86648879—
SolventDimethylformamideHCID 6228—
Product2-[3,3-Bis(tert-butoxycarbonylamino)-2-oxo-piperidin-1-yl]-propionic acid ethyl esterHCID 8664887886.7%

Reaction Steps

HATU (1.72 g, 4.5 mmol) was added to a solution of 2,2-bis(tert-butoxycarbonylamino)-5-(1-ethoxycarbonyl-ethylamino)-pentanoic acid (1.31 g, 3.0 mmol) and 4-methylmorpholine in dimethylformamide (50 mL). After 30 minutes the solvent was removed under reduced pressure and the residue was subjected to flash chromatography with eluent of ethyl acetate and hexane. The product-containing fractions were combined and the solvent was removed under reduced pressure to provide 2-[3,3-bis(tert-butoxycarbonylamino)-2-oxo-piperidin-1-yl]-propionic acid ethyl ester (1.11 g, 2.6 mmol, 86%). C20H34N2O7 calculated 414.2 observed [M+1]+ 415.2; rt=2.77 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-9699ded88fd0420db1cc089c8cbc592d
Source noteuspto-grants-2014_09