2',3',5'-Tri-O-benzoyl-2'--C-methyl-6-azauridine

Base Information

• Chemical Name: 2',3',5'-Tri-O-benzoyl-2'--C-methyl-6-azauridine
• CAS No.: 622379-83-3
• Molecular Formula: C₃₀H₂₅N₃O₉
• Molecular Weight: 571.543
• Mol file: 622379-83-3.mol

Synonyms:2',3',5'-Tri-O-benzoyl-2'--C-methyl-6-azauridine;2',3',5'-Tri-O-benzoyl-2'-beta-C-methyl-6-azauridine

Chemical Property of 2',3',5'-Tri-O-benzoyl-2'--C-methyl-6-azauridine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',3',5'-Tri-O-benzoyl-2'--C-methyl-6-azauridine

There total 4 articles about 2',3',5'-Tri-O-benzoyl-2'--C-methyl-6-azauridine 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: 91.0%

6-azauracil (461-89-2) + 1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose (15397-15-6) → C30H25N3O9 (622379-83-3)

Guidance literature:

6-azauracil; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 90 ℃; for 0.75h;

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 90 ℃; for 2h;

Reference yield:

benzoyl chloride (98-88-4) → C30H25N3O9 (622379-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CeCl₃, 2.) DMAP, Et₃N

2: bis(trimethylsilyl)acetamide, SnCl₄ / acetonitrile / 3 h / Heating

With dmap; cerium(III) chloride; tin(IV) chloride; bis-(trimethylsilyl)acetamide; triethylamine; In acetonitrile;

DOI:10.1080/07328319708006205

Reference yield:

1,3,5-tri-O-benzoyl-2-oxo-α-D-erythro-pentofuranose (157037-56-4) → C30H25N3O9 (622379-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CeCl₃, 2.) DMAP, Et₃N

2: bis(trimethylsilyl)acetamide, SnCl₄ / acetonitrile / 3 h / Heating

With dmap; cerium(III) chloride; tin(IV) chloride; bis-(trimethylsilyl)acetamide; triethylamine; In acetonitrile;

DOI:10.1080/07328319708006205

upstream raw materials:

6-azauracil

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose

1,2,3,5-Tetra-O-benzoyl-2-C-methyl-α(β)-D-ribofuranose

benzoyl chloride

Downstream raw materials:

2-(3,4-dibenzoyloxy-5-benzoyloxymethyl-3-methyl-tetrahydro-furan-2-yl)-5-thioxo-4,5-dihydro-2H-[1,2,4]triazin-3-one

Refernces

• 1、 Harry-O'kuru,Smith,Wolfe. "A short, flexible route toward 2'-C-branched ribonucleosides". . p. 1754 - 1759. Retrieved 2007/10/03.