1,4-dihydronicotinaMide riboside

Base Information

• Chemical Name: 1,4-dihydronicotinaMide riboside
• CAS No.: 19132-12-8
• Molecular Formula: C₁₁H₁₆N₂O₅
• Molecular Weight: 256.258
• Mol file: 19132-12-8.mol

Synonyms:1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide

Chemical Property of 1,4-dihydronicotinaMide riboside

Chemical Property:

• Boiling Point: 598.3±50.0 °C(Predicted)
• PKA: 13.37±0.70(Predicted)
• Density: 1.539±0.06 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Reduced nicotinamide riboside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Reduced Nicotinamide Riboside is a precursor which is an essential cofactor and substrate for many cells.

Technology Process of 1,4-dihydronicotinaMide riboside

There total 15 articles about 1,4-dihydronicotinaMide riboside 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: 100.0%

[(2R,5R)-3,4-diacetoxy-5-(3-carbamoyl-4H-pyridin-1-yl)tetrahydrofuran-2-yl]methyl acetate → 1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide (19132-12-8)

Guidance literature:

With methanol; sodium hydroxide; for 0.5h;

Reference yield: 97.7%

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside) (23111-00-4) → 1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide (19132-12-8)

Guidance literature:

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside); With sodium triflate; In water;

With potassium dihydrogenphosphate; triethylamine; at -10 ℃; pH=10; Temperature; pH-value; Inert atmosphere;

Reference yield: 70.0%

1-(β-D-ribofuranosyl)-nicotinamide (1341-23-7) → 1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide (19132-12-8)

Guidance literature:

With dipotassium hydrogenphosphate; sodium dithionite; at 0 ℃; for 0.5h; pH=8; Inert atmosphere;

upstream raw materials:

nicotinamide

1-(β-D-ribofuranosyl)-nicotinamide

N,N-bis(trimethylsilyl)nicotinamide

5’,3‘,2’-tri-O-acetyl-1-β-D-ribofuranosylnicotinamide chloride

Downstream raw materials:

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside)

Refernces

• 1、 -. "Preparation method and use of hydrogenated nicotinamide ribose". Paragraph 0040-0089. . Retrieved 2022/01/20.
• 2、 Abbaspourrad, Alireza,Enayati, Mojtaba,Khazdooz, Leila,Madarshahian, Sara,Ufheil, Gerhard,Wooster, Timothy J.,Zarei, Amin. "Dihydronicotinamide riboside: synthesis from nicotinamide riboside chloride, purification and stability studies". . p. 21036 - 21047. Retrieved 2021/07/01.