• Chemical structure of N6-Acetyladenine (N-(9H-purin-6-yl)acetamide; 6-acetamidopurine), CAS 6034-68-0, 98% — N6-acyl-protected adenine derivative with the exocyclic 6-amino group masked as an acetamide (C7H7N5O). Used as a protected adenine building block and reference compound in nucleoside and oligonucleotide synthesis, where N6-acyl protection improves chemoselectivity in purine glycosylation and alkylation; the acetyl is more base-labile than benzoyl. Supplied by NorrChemica with DDP shipping. CoA & SDS
  • Quantitative ¹H NMR spectrum of N6-Acetyladenine (CAS 6034-68-0) acquired in DMSO-d₆ at 298.1 K on a Bruker Avance 599.69 MHz spectrometer with a 30 s relaxation delay for accurate integration. Spectrum shows the two purine N–H exchangeable protons (12.0 and 11.0 ppm), the two purine C–H aromatic signals (~8.5 ppm, 1.00 + 1.00 integration), and the acetyl CH₃ group at ~2.2 ppm (3.02 integration), confirming structure and ≥98% purity. Batch NOR6034680-25-1, analysed 14 June 2025 by NorrChemica.​​​​​​​​​​​​​​
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NorrChemica™

N6-Acetyladenine

CAS 6034-68-0 ≥98%

N6-Acetyladenine | CAS 6034-68-0 | ≥98%

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Technical Specifications

CAS Number 6034-68-0
MDL Number MFCD01317877
SMILES CC(=O)NC1=NC=NC2=C1NC=N2
InChI InChI=1S/C7H7N5O/c1-4(13)12-7-5-6(9-2-8-5)10-3-11-7/h2-3H,1H3,(H2,8,9,10,11,12,13)
InChIKey ZURGFCUYILNMNA-UHFFFAOYSA-N
PubChem CID 748208
Molecular Formula C₇H₇N₅O
Molecular Weight 177.16 g/mol
Melting Point >260 °C (subl.)
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 light.

Product Description & Scientific Applications

N-(9H-Purin-6-yl)acetamide (N6-acetyladenine) is an adenine derivative in which the exocyclic 6-amino group is masked as an acetamide, lowering the nucleophilicity and hydrogen-bonding capacity of that amine during glycosylation, alkylation, and acylation while leaving the purine ring available for building adenosine analogues and N-substituted purine scaffolds. The N-acetyl group, it is cleaved under basic conditions more readily than the benzoyl group. It can serve as a model compound for testing selective removal of an N-acyl group in the presence of the sugar, phosphate, ester, or silyl protections of a nucleoside target.

Protected partner in N-glycosylation. Unprotected adenine can react at N9, N7, N3, and the exocyclic N6, with the distribution set by electrophile, base, solvent, and temperature. In silyl-Hilbert-Johnson / Vorbrüggen coupling, a silylated nucleobase (BSA or HMDS) reacts with a Lewis-acid-activated (TMSOTf, SnCl4) peracylated sugar donor; a neighbouring 2′-acyl group can favour 1,2-trans, β-selective coupling. Masking the exocyclic amine can improve regiocontrol relative to unprotected adenine. The N7-versus-N9 outcome remains condition-dependent.

N-alkylation and displacement. For N-substituted adenosine targets, the amine is masked while a ring nitrogen is alkylated by Mitsunobu coupling (PPh3 with DIAD or DEAD, Walden inversion) or by displacement from activated precursors. N9-versus-N7 selectivity is substrate- and condition-dependent, so regiochemistry should be confirmed analytically.

Analytical reference. It is offered as an impurity reference standard associated with ribavirin, and as a marker for HPLC and LC-MS profiling of N-acetylated adenine species.

Shipping Destinations

  • EU & UK: Priority delivery, 2–5 business days.
  • United States (DDP): 3–7 business days, duties and taxes prepaid.
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  • Worldwide: 7–14 business days, selected locations.

Safety Information

Hazard Class None — not subject to transport regulations
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)

Documentation

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