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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618147Generated: October 30, 2026

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

https://huagongshe.com/reaction/618147

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. After 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 numberUS05952306
Source datasetuspto-grants-1999_09
ORD IDord-aa67172fd43e40c89d1521f6d963e30c
Source noteuspto-grants-1999_09