N-(6-oxo-5,6-dihydro-3H-purin-2-yl)hexadecanamide

Base Information

• Chemical Name: N-(6-oxo-5,6-dihydro-3H-purin-2-yl)hexadecanamide
• CAS No.: 21047-87-0
• Molecular Formula: C₂₁H₃₅N₅O₂
• Molecular Weight: 389.541
• Mol file: 21047-87-0.mol

Synonyms:Hexadecanamide, N-(1,6-dihydro-6-oxopurin-2-yl)- (8CI); Hexadecanamide, N-(3,6-dihydro-6-oxo-1H-purin-2-yl)- (9CI);N2-Palmitoylguanine; NSC 132100

Chemical Property of N-(6-oxo-5,6-dihydro-3H-purin-2-yl)hexadecanamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.17g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(6-oxo-5,6-dihydro-3H-purin-2-yl)hexadecanamide

There total 2 articles about N-(6-oxo-5,6-dihydro-3H-purin-2-yl)hexadecanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

guanine (73-40-5) + n-hexadecanoyl chloride (112-67-4) → N-palmitoylguanine (21047-87-0)

Guidance literature:

In pyridine; for 8h; Heating;

Reference yield:

→ N-palmitoylguanine (21047-87-0)

Guidance literature:

Guanin, 1,2,3,5-Tetra-O-acetyl-β-D-glucofuranose, AlCl3, Chlorbenzol;

DOI:10.1248/cpb.16.1076

Reference yield: 66.4%

N2-palmytoylguanine (21047-87-0) + 1-O-acetyl-2,3,4-tri-O-benzoyl-L-ribofuranose → 9-(2,3,5-tri-O-benzoyl-β-L-ribofuranosyl)-N-palmitoylguanosine (91703-94-5)

Guidance literature:

With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 4h; Heating;

DOI:10.1080/07328319808004239

upstream raw materials:

guanine

n-hexadecanoyl chloride

Downstream raw materials:

9-(2,3,5-tri-O-benzoyl-β-L-ribofuranosyl)-N-palmitoylguanosine

Hexadecanoic acid {9-((2S,3S,3aR,9aS)-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-amide

9-<2,3,5-tri-O-benzoyl-β-L-ribofuranosyl>-N-palmitoyl-O-6-<(4-nitrophenyl)ethyl>guanosine

9-(2,3-di-O-acetyl-5-O-benzoyl-3-C-methyl-β-D-ribofuranosyl)-N²-palmitoylguanine