N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine

Base Information

• Chemical Name: N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine
• CAS No.: 30747-22-9
• Molecular Formula: C₁₈H₂₁N₅O₉
• Molecular Weight: 451.393
• Mol file: 30747-22-9.mol

Synonyms:N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine

Chemical Property of N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine

There total 4 articles about N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine 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:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (30747-23-0) + 2-acetoxyethyl acetoxymethyl ether (59278-00-1) → N2-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine (30747-22-9) + 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3) + 7-<(2-acetoxyethoxy)methyl>-N2-acetylguanine (91702-60-2)

Guidance literature:

In chlorobenzene; acetonitrile; at 120 ℃; for 2h; Mechanism;

DOI:10.1039/a602021f

Reference yield:

C16H31N5O2Si3 (134222-17-6) + 1,2,3,5-tetraacetylribose (13035-61-5) → Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (30747-23-0) + N2-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine (30747-22-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 1.5h; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/jo00241a032

Reference yield:

2,9-diacetylguanine (3056-33-5) + 1,2,3,5-tetraacetylribose (13035-61-5) → Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (30747-23-0) + N2-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine (30747-22-9)

Guidance literature:

With toluene-4-sulfonic acid; In chlorobenzene; for 12h; Heating;

DOI:10.1080/15257779508012363

upstream raw materials:

C₁₆H₃₁N₅O₂Si₃

1,2,3,5-tetraacetylribose

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide

2,9-diacetylguanine

Downstream raw materials:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one

7-<(2-acetoxyethoxy)methyl>-N²-acetylguanine

3-methylguanine