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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461975Generated: October 26, 2026

p-Toluenesulfonic acid → Boc-Gly-Pro-Glu(O-But)-Gly-OMe

https://huagongshe.com/reaction/1461975

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthylmorpholineHCID 7525—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantBoc-gly-pro-OHHCID 11673468—
ReactantH-Glu(O-But)-Gly-OMeHCID 13419975—
SolventDimethylformamideHCID 6228—
ProductBoc-Gly-Pro-Glu(O-But)-Gly-OMeHCID 131713569—

Reaction Steps

2.7 g (10 mmoles) of Boc-Gly-Pro-OH and 4.5 g (10 mmoles) of H-Glu(O-But)-Gly-OMe.TosOH are dissolved in 20 ml of dimethylformamide. 1.28 ml (10 mmoles) of N-ethylmorpholine and 2.2 g (10.6 mmoles) of dicyclohexylcarbodiimide are added and the mixture is left to stand at room temperature overnight. The dicyclohexylurea is then filtered off, the solvent is distilled off in vacuo, the residue is taken up in ethyl acetate and the solution is washed with citric acid, bicarbonate solution and water, as described above, dried over sodium sulfate and evaporated to dryness. The residue is dissolved in ether and a precipitate is obtained with petroleum ether and filtered off.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04457866
Source datasetuspto-grants-1984_07
ORD IDord-26521d3c592341729752d8aab5957ebd
Source noteuspto-grants-1984_07