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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838795Generated: November 1, 2026

2,6-Lutidine → L-Lysine

https://huagongshe.com/reaction/1838795

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantChloroacetic anhydrideHCID 10946—
ReactantL-Lysine hydrobromideHCID 56843351—
SolventDimethylformamideHCID 6228—
ProductL-LysineHCID 5962—

Reaction Conditions

Temperature0 °C

Reaction Steps

250 mg (1.19 mmol) of poly-D/L-lysine hydrobromide (SIGMA; M: 30,000-70,000) are suspended in 4 ml of dimethylformamide under argon. The suspension is cooled down to 0° C. and 1.25 ml of 2,6-lutidine are added. A solution of 500 mg (2.93 mmol) of chloroacetic anhydride in 2 ml of dimethylformamide is added dropwise over the space of 15 min. The mixture is subsequently heated slowly to room temperature and stirred for 16 h. The working-up and purification take place in analogy with N(6)-chloroacetyl-poly-L-lysine. 210 mg (85%) of N(6)-chloroacetyl-poly-D/L-lysine B3 are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677164B1
Source datasetuspto-grants-2004_01
ORD IDord-1809b6b3672a432283cf0d86c0d65563
Source noteuspto-grants-2004_01