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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185677Generated: October 31, 2026

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

https://huagongshe.com/reaction/1185677

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 numberUS08669234B2
Source datasetuspto-grants-2014_03
ORD IDord-5ef41d39ba254ad4982e72fd8431d125
Source noteuspto-grants-2014_03