Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate hydrochloride (1:1)(CAS: 204255-09-4)

Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate hydrochloride is a crystalline solid with a molecular weight of approximately 457.5 g/mol. It has a low solubility in water but is soluble in organic solvents like DMSO and acetonitrile. The compound is reactive, particularly towards nucleophiles and bases. It exhibits good stability under neutral and slightly acidic conditions.

Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate hydrochloride is synthesized through a multi-step process involving the protection of a primary amine, followed by acetylation, a Wittig reaction, and finally a hydrolysis step. Commonly used catalysts include boron trifluoride and sodium hydride. The yield is typically around 70-80%, with high selectivity to the desired isomer.

Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate hydrochloride is primarily used in pharmaceutical and polymer industries. It serves as a precursor for the synthesis of intermediates in drug development and is also utilized in the manufacturing of certain types of polymers, particularly those with enhanced biocompatibility and water solubility.

When handling Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate hydrochloride, it is essential to wear appropriate personal protective equipment (PPE), including safety goggles, gloves, and a laboratory coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be immediately cleaned up with appropriate absorbent materials, and the area should be thoroughly rinsed. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.