N¹-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide

Base Information

• Chemical Name: N¹-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide
• CAS No.: 18784-01-5
• Molecular Formula: Br*C₃₂H₂₇N₂O₈
• Molecular Weight: 647.479
• Mol file: 18784-01-5.mol

Synonyms:N¹-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide

Chemical Property of N¹-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N¹-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide

There total 5 articles about N¹-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide 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:

C26H21O7(1+)*Br(1-) + nicotinamide (98-92-0,1255150-40-3) → N1-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide (18784-01-5)

Guidance literature:

With hydrogen bromide; acetic acid; at 60 ℃; for 4h;

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → N1-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide (18784-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / CH₂Cl₂ / 3 h / -20 °C

2: liquid sulphur dioxide

With hydrogen bromide; In dichloromethane;

DOI:10.1055/s-1981-29462

Reference yield:

β-D-2,3,5-tri-O-benzoylribofuranosyl chloride (29706-90-9) → N1-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide (18784-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide / dichloromethane / 2 h / 20 °C

2: hydrogen bromide; acetic acid / 4 h / 60 °C

With hydrogen bromide; acetic acid; In dichloromethane;

upstream raw materials:

nicotinamide

2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

β-D-2,3,5-tri-O-benzoylribofuranosyl chloride

Downstream raw materials:

NAD

nicotinamide mononucleotide

Refernces

• 1、 Mikhailopulo, I.A.,Pricota, T.I.,Timoshchuk, V.A.,Akhrem, A.A.. "Synthesis of Glycosides of Nicotinamide and Nicotinamide Mononucleotide". . p. 388 - 389. Retrieved 2007/10/02.