Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Chloroacetic anhydride | HCID 10946 | — |
| Reactant | L-Lysine hydrobromide | HCID 56843351 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | L-Lysine | HCID 5962 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06677164B1 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-1809b6b3672a432283cf0d86c0d65563 |
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| Source note | uspto-grants-2004_01 |
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