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Basic Information
CAS No.: 23111-00-4
Name: Nicotinamide riboside chloride
Molecular Structure:
Molecular Structure of 23111-00-4 (Nicotinamide riboside chloride)
Formula: C11H15ClN2O5
Molecular Weight: 290.703
Synonyms: Nicotinamide riboside chloride;3-Carbamoyl-1-beta-D-ribofuranosylpyridinium chloride
EINECS: 200-184-4
PSA: 116.89000
LogP: -4.61120
Synthetic route
19132-12-8

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

23111-00-4

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

Conditions
ConditionsYield
With ammonium chloride In water at 20℃; for 1h; Solvent;100%
With 5%-palladium/activated carbon; ammonium chloride In isopropyl alcohol at 20℃; under 1500.15 Torr; for 20h; Reagent/catalyst; Temperature; Solvent; Pressure; Green chemistry;89%

C12H17ClN2O6S

23111-00-4

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

Conditions
ConditionsYield
In methanol at 25℃; Solvent; Temperature;90%
109527-15-3

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

23111-00-4

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

Conditions
ConditionsYield
With ammonia In methanol at -15 - -10℃; Temperature; Reagent/catalyst;82%
With ethanol; ammonia at 10 - 20℃; for 3h;78%
With methanol; ammonia at -5 - 0℃; for 12h; Large scale;78%

C18H22NO9(1+)*Cl(1-)

23111-00-4

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

Conditions
ConditionsYield
With methanol; ammonia at 0℃; for 24h; Large scale;67%
78687-39-5

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium bromide

23111-00-4

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

Conditions
ConditionsYield
With Amberlite IRA-402 (Cl-Form) In water for 8h;59%
122620-02-4

3-carbamoyl-1-(tri-O-benzoyl-β-D-ribofuranosyl)-pyridinium; chloride

23111-00-4

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

Conditions
ConditionsYield
With sodium methylate In methanol at -5℃; for 24h;52.6%
With methanol; ammonia
With ammonia In methanol at -32℃; for 120h;0.28 g

3-carbamoyl-1-((2R,3R,4R,5R)-3,4-diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium trifluoromethanesulfonate

23111-00-4

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

Conditions
ConditionsYield
With hydrogenchloride In methanol; ethanol under 760.051 Torr; Cooling; Sealed tube;2%
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate; sodium dithionite / water / 0.33 h / Inert atmosphere
2: methanol; sodium hydroxide / 0.5 h
3: ammonium chloride / water / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: ammonia / methanol / 24 h / -9 - -8 °C
2: hydrogenchloride / methanol / 8 h / -8 - 0 °C
View Scheme
6974-32-9

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

23111-00-4

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen chloride; diethyl ether
2: acetonitrile
3: NH3; methanol
View Scheme
105499-44-3

2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride

23111-00-4

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile
2: NH3; methanol
View Scheme
Multi-step reaction with 2 steps
1: 1,2-dichloro-ethane / 0 °C
2: ammonia / methanol / 16 h / 0 - 4 °C
View Scheme
98-92-0

nicotinamide

23111-00-4

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile
2: NH3; methanol
View Scheme
Multi-step reaction with 4 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane / 130 °C
1.2: 0.5 h
2.1: sodium hydrogencarbonate; sodium dithionite / water / 0.33 h / Inert atmosphere
3.1: methanol; sodium hydroxide / 0.5 h
4.1: ammonium chloride / water / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetonitrile
1.2: 0.5 h / 20 °C
2.1: methanol; sodium methylate / 0.5 h / 3 - 5 °C
3.1: sodium hydroxide; sodium chloride / water / 20 °C
View Scheme
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    Product Name: Nicotinamide Riboside CAS No.: 23111-00-4 MF: C11H15ClN2O5 Storage Temp: 2-8°C Appearance: White

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    MSDS/COA Download

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