Compound Q&A

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

Answer

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

About

English Name Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate hydrochloride (1:1)
Molecular Formula C16H29ClN2O4
Molecular Weight 348.8710000000001 g/mol
SMILES Cl.O=C(OCC)/C1=C/[C@@H](OC(CC)CC)[C@H](NC(=O)C)[C@@H](N)C1
InChIKey OHEGLAHLLCJYPX-ONAKXNSWSA-N
Last Updated: 2026-03-23 00:14

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