(1R,4S)-4-Amino-2-cyclopentene-1-carboxylic Acid Methyl Ester Hydrochloride

CAS: 426226-35-9

Ref. TR-A596515

Información del producto

• Nombre: (1R,4S)-4-Amino-2-cyclopentene-1-carboxylic Acid Methyl Ester Hydrochloride
• Sinónimos: Methyl (1R,4S)-4-Aminocyclopent-2-ene-1-carboxylate Hydrochloride, 2-Cyclopentene-1-carboxylic acid, 4-amino-, methyl ester, hydrochloride
• Marca: TRC

Descripción

Applications (1R,4S)-4-Amino-2-cyclopentene-1-carboxylic Acid Methyl Ester Hydrochloride is an intermediate used in the synthesis of ent-Abacavir (A105015), which is an enatiomer of Abacavir (A105000). Abacavir is a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.

Propiedades químicas

• Peso molecular: 141.17 + 36.46
• Fórmula: C₇H₁₁NO₂•HCl
• Color/Forma: Neat
• InChI: InChI=1S/C7H11NO2.ClH/c1-10-7(9)5-2-3-6(8)4-5;/h2-3,5-6H,4,8H2,1H3;1H/t5-,6+;/m0./s1
• Clave InChI: InChIKey=SWYRZYIXFKDJEK-RIHPBJNCSA-N
• SMILES: COC(=O)[C@H]1C=C[C@@H](N)C1.Cl