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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 22403421HCID 22403421—
Reactant(2S)-2-Amino-3-(thien-2-yl)propanoic acid, N-CBZ protectedHCID 53725744—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 57000309HCID 5700030989.8%

Reaction Conditions

Temperature-20 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05312826
Source datasetuspto-grants-1994_05
ORD IDord-04e336daf469487181c228619c6cb27d
Source noteuspto-grants-1994_05