Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483642Generated: October 25, 2026

4-Methylmorpholine → Boc-gly-pro-OH

https://huagongshe.com/reaction/483642

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantN-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide esterHCID 76926—
ReactantL-ProlineHCID 145742—
SolventDimethylformamideHCID 6228—
ProductBoc-gly-pro-OHHCID 11673468—

Reaction Steps

1.4 ml (11 mmol) of N-methylmorpholine are added to 1.15 g (10 mmol) of proline in 50 ml of DMF. The mixture is cooled with an ice bath, 3.06 g (10 mmol) of Boc-Gly-OSu are then added and the pH is adjusted to between 6 and 7 throughout the reaction (14 h) by successive additions of small amounts of N-methylmorpholine (this substance is used as a proton acceptor). The DMF is evaporated off and the evaporation residue is taken up with AcOEt; after precipitation in petroleum ether and then filtration, the expected product is collected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05225532
Source datasetuspto-grants-1993_07
ORD IDord-46a95c7b3d8442cca33271779bfafde1
Source noteuspto-grants-1993_07