Where can I buy N3-Benzoylthymine in Europe?

N3-Benzoylthymine is available from NorrChemica (Helsinki, Finland) with DDP worldwide shipping. EU and UK delivery in 2-5 business days. All orders include batch-specific CoA and SDS.

What is the CAS number of N3-Benzoylthymine?

N3-Benzoylthymine has CAS number 4330-20-5 and is supplied at ≥98% purity.

What purity is N3-Benzoylthymine available in?

N3-Benzoylthymine is available at ≥98% purity with batch-specific Certificate of Analysis.

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NorrChemica™

N3-Benzoylthymine

Name: N3-Benzoylthymine | CAS 4330-20-5 | ≥98%
Brand: NorrChemica
SKU: NOR-4330205-1g
Availability: InStock

CAS 4330-20-5 ≥98%

N3-Benzoylthymine | CAS 4330-20-5 | ≥98%

€33,25 EUR (incl. VAT)

€33,25 EUR

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Weight 1.0 g 2.0 g 5.0 g 10 g 25 g 100 g

Technical Specifications

CAS Number	4330-20-5
MDL Number	MFCD12546342
SMILES	CC1=CNC(=O)N(C1=O)C(=O)C2=CC=CC=C2
InChI	InChI=1S/C12H10N2O3/c1-8-7-13-12(17)14(10(8)15)11(16)9-5-3-2-4-6-9/h2-7H,1H3,(H,13,17)
InChIKey	FCQCLMZIGUFTQR-UHFFFAOYSA-N
PubChem CID	10933275
Molecular Formula	C₁₂H₁₀N₂O₃
Molecular Weight	230.22 g/mol
Melting Point	~100 °C
Solubility	Soluble in DMF, acetonitrile, and DMSO; limited solubility in water
Purity	≥98%
Physical Form	White to off-white crystalline powder
HS Code	2933.59
Country of Origin	Finland
Shelf Life	Retest period: 36 months from date of manufacture
Storage Conditions	Store at room temperature in a tightly sealed container, protected from moisture

Product Description & Scientific Applications

3-Benzoylthymine is one of the main substrates for the synthesis of modified thymine derivatives. The electron-withdrawing benzoyl group renders the thymine ring more electron-poor and, by protecting the N3 imide, allows regioselective functionalisation at N1. The protecting group is readily removed with aqueous ammonia.

Mitsunobu coupling. As a pronucleophile it couples with non-sugar alcohols to build carbocyclic and homologated thymine nucleosides; this route has delivered targets as demanding as the conformationally locked bicyclo[3.1.0]hexene stavudine analogue N-MCD4T, active against both HIV-1 and HIV-2.

N1-alkylation with benzyl and primary alkyl halides (not secondary or tertiary).

Palladium-catalysed allylic substitution. With allylic esters and carbonates it serves as the nucleobase in the assembly of further carbocyclic pyrimidine nucleosides; coupling proceeds with retention of configuration.

Oligonucleotide synthesis. Benzoylation of the thymine imide protects it against the irreversible side reactions that synthesis reagents would otherwise cause during chain assembly. The N3-benzoyl is cleaved under milder basic conditions than the N-acyl groups used on the purine bases, because the pyrimidine imide anion is stabilised by the flanking C2 and C4 carbonyls.