Basic information Safety Supplier Related

Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester

Basic information Safety Supplier Related

Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester Basic information

Product Name:
Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester
Synonyms:
  • Peramivir Impurity 37
  • Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester
  • (1R,4R)-methyl 4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylate
  • 2-Cyclopentene-1-carboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester, (1R,4R)-
CAS:
168958-19-8
MF:
C12H19NO4
MW:
241.28
Mol File:
168958-19-8.mol
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Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester Chemical Properties

Boiling point:
331.2±42.0 °C(Predicted)
Density 
1.10±0.1 g/cm3(Predicted)
solubility 
soluble in Methanol
pka
11.75±0.40(Predicted)
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Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester Usage And Synthesis

Uses

(1R,4R)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic Acid Methyl Ester is an intermediate in synthesizing trans-Abacavir Dihydrochloride (A104995), which is an impurity of Abacavir. Abacavir (A104990) 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.

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