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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597625Generated: October 31, 2026

4-Methylmorpholine → 4-(2-Boc-aminopyridin-6-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl ester

https://huagongshe.com/reaction/1597625

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant4-(2-Boc-aminopyridin-6-yl)butanoic acidHCID 70072736—
ReactantGlycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl esterHCID 86754467—
SolventDimethylformamideHCID 6228—
Product4-(2-Boc-aminopyridin-6-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl esterHCID 86754476—

Reaction Steps

Acid 5-5 (144 mg, 0.51 mmol), amine 5-7 (202 mg, 0.56 mmol), NMM (226 μL, 2.1 mmol) and BOP (241 mg, 0.77 mmol) were combined in 2.6 mL DMF. Mter stirring overnight the solvent was evaporated, the residue was dissolved in EtOAc, washed with water, sat. NaHCO3, 5% KHSO4, and brine, dried (MgSO4), filtered and concentrated. Flash chromatography (silica, 10% CHCl3/EtOAc) provided 5-8 as an off-white glass.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06294549B1
Source datasetuspto-grants-2001_09
ORD IDord-87f7518d5bda45f5b29085654c5d319b
Source noteuspto-grants-2001_09