Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | HCID 23509940 | HCID 23509940 | — |
| Reactant | HCID 178478814 | HCID 178478814 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178476625 | HCID 178476625 | — |
Reaction Steps
To {[3-(4-carbamimidoyl-phenyl)-2-2-(R,S)-cyclohexyl-propionyl]-cyclohexylmethyl-amino}-acetic acid (50 mg, 0.12 mmol) and 2-(S)-amino-5-guanidino-pentanoic acid amide dihyrochloride (30 mg, 0.12 mmol) in dimethylformamide (5 ml) were added at −15° C. TOTU (44 mg, 0.13 mmol) and N-ethylmorpholine (40 μl, 0.32 mmol). The mixture was stirred for 1 hour and then allowed to warm to room temperature. After evaporated, the residue was treated with sodium bicarbonate solution and extracted with ethyl acetate. The aqueous layer was evaporated and purified by chromatography on Sephadex LH20 employing n-butanol (17): glacial acetic acid (1): water (2) as eluent. Pure fractions were combined. The solvent was evaporated, the residue was taken up in water, and the aqueous solution was lyophilized. Yield: 12 mg (15%), MS m/z: 292.4 (M+2H)2+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06759420B1 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-b2d4d1b4b5cd42c3bce8040477a46af9 |
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| Source note | uspto-grants-2004_07 |
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