HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033857Generated: October 31, 2026
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 57000309, compound
https://huagongshe.com/reaction/1033857
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | HCID 22403421 | HCID 22403421 | — |
| Reactant | (2S)-2-Amino-3-(thien-2-yl)propanoic acid, N-CBZ protected | HCID 53725744 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57000309 | HCID 57000309 | 89.8% |
Reaction Steps
A mixture of 2.56 g of (2S)-3-(2-thienyl)-2-(benzyloxycarbonylamino)propionic acid, 2.39 g of 4-benzyloxycarbonyl-5-(2-aminoethyl)oxazole.hydrobromide, 1.42 g of 1-hydroxybenzotriazole hydrate and 30 ml of dimethylformamide was cooled to -20° C., and 1.77 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide.hydrochloride was added thereto. After 10 minutes, 0.93 g of triethylamine was added to the mixture, and the temperature of the mixture was gradually returned to room temperature and the mixture was stirred overnight. The solvent was removed, and ethyl acetate was added to the residue. The mixture was washed and dried, and then the solvent was removed. The residue was purified by silica gel column chromatography (solvent: chloroform:ethyl acetate=19:1) to obtain 3.5 g of 4-benzyloxycarbonyl-5-{2-[N-((2S)-3-(2-thienyl)-2-(benzyloxycarbonylamino)propionyl)amino]ethyl}oxazole as syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05312826 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-04e336daf469487181c228619c6cb27d |
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| Source note | uspto-grants-1994_05 |
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