Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 69951698 | HCID 69951698 | — |
| Reactant | HCID 69953627 | HCID 69953627 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69952840 | HCID 69952840 | 96.5% |
Reaction Steps
A solution of 0.763 g of 2(R)-[3-benzamido-1(S)-(tert-butoxycarbonyl)propyl]-2′-isobutyl-4-methylvalerohydrazide and 0.780 g of 2-(1H-imidazol-1-yl)acetic acid hydrogen bromide in 8 ml of dimethylformamide was cooled to 0° C. under nitrogen and treated with 0.45 ml of N-ethylmorpholine and 0.720 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride. The mixture was allowed to warm to room temperature and stirred overnight. Evaporation of the solvent gave a residue which was dissolved in ethyl acetate and washed with water and saturated aqueous sodium chloride. Drying over anhydrous magnesium sulfate, filtration, and evaporation gave 0.914 g of 2(R)-[3-benzamido-1(S)-(tert-butoxycarbonyl)propyl]-2′-[2-(1H-imidazol-1-yl)acetyl]-2′-isobutyl-4-methylvalerohydrazide in the form of an off-white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06239151B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-c7672abad57e436b8749b2cdcc76c9f5 |
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| Source note | uspto-grants-2001_05 |
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