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1-(2'-C-methyl-β-D-arabinofuranosyl)uracil

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Origin: China

Cas No: 114262-49-6

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Product Description

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CAS No.: 114262-49-6 Formula: C10H14N2O6 Molecular Weight: 258.22800

Description

1-β-D-Arabinofuranosyluracil-2-C-methyl is an impurity of PSI-7977, a prodrug that is metabolized to the active antiviral agent 2'-deoxy-2'-α-fluoro-β-C-methyluridine-5'-monophosphate and is currently being investigated in phase 3 clinical trials for the treatment of hepatitis C. Studies have profiled PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase.

Basic Info

Chemical Name	1-(2'-C-methyl-β-D-arabinofuranosyl)uracil
Synonyms	Sofosbuvir Impurity 12; 2'-methyl-1-β-D-arabinofuranosyluracil; .2'-C-methyl- arabino-uridine;
CAS No.	114262-49-6
Molecular Formula	C10H14N2O6
Molecular Weight	258.22800
PSA	124.78000
LogP	-2.46180

Synthesis Route

((2R,3R,3aS,9aR)-3-(benzoyloxy)-3a-methyl-6-oxo-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)methyl benzoate→1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidine-2,4-dione+1-(2'-C-methyl-β-D-arabinofuranosyl)uracil
4-ethoxy-1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentulofuranosyl]-2(1H)-pyrimidinone→1-(2'-C-methyl-β-D-arabinofuranosyl)uracil
4-ethoxy-1-(3,5-O-TIPDS-1,3-diyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone→1-(2'-C-methyl-β-D-arabinofuranosyl)uracil

Precursor

4-ethoxy-1-(3,5-O-TIPDS-1,3-diyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone
4-chloro-1-(tri-O-acetyl-β-D-ribofuranosyl)-1H-pyrimidin-2-one
4-ethoxy-1-(β-D-ribofuranosyl)-2(1H)-pyrimidinone
4-ethoxy-1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentulofuranosyl]-2(1H)-pyrimidinone

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