# US 11,028,118 B2 · Efficient synthesis of nicotinamide mononucleotide

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- Number: US 11,028,118 B2
- Document ID: US11028118B2
- Status: Granted
- Kind: B2
- Application number: 16/820,548
- Filed: 2020-03-16
- Published: 2020-07-09
- Granted: 2021-06-08
- Earliest claimed: 2015-03-27
- Assignees: Cornell University
- Applicants: Cornell University
- Inventors: Anthony Sauve; Farheen Sultana Yang Mohammed
- Web page: https://patentgrep.com/patent/US11028118B2

## CPC

- C07H 19/048: Pyridine radicals
- C07H 1/02: Phosphorylation
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)

## Abstract

The invention provides a process for the preparation of nicotinamide mononucleotide having formula (I): The method involves the protection of nicotinamide riboside by ketalization, followed by phosphorylation and then deprotection to provide nicotinamide mononucleotide.

## Claims

### Claim 1

A process for the preparation of nicotinamide mononucleotide having formula (I):
or a salt thereof, wherein the process comprises the step of reacting a compound of formula (IV):
wherein R1 and R2 are independently C1-C6 alkyl or, taken together along with the carbon atom to which they are attached, form a 5-7 membered carbocyclic ring,
with an acid catalyst in a mixture of solvents to provide nicotinamide mononucleotide,
wherein the acid catalyst is trifluoroacetic acid, and
wherein the mixture of solvents is a mixture of dichloromethane and water.

### Claim 2 (depends on 1)

The process of claim 1, wherein the reaction is carried out at a temperature of from about 0° C. to about room temperature.

### Claim 3

A process for the preparation of nicotinamide mononucleotide having formula (I):
or a salt thereof, wherein the process comprises the step of reacting a compound of formula (IV):
wherein R1 and R2 are independently C1-C6 alkyl or, taken together along with the carbon atom to which they are attached, form a 5-7 membered carbocyclic ring,
with an acid catalyst in a solvent to provide nicotinamide mononucleotide,
wherein the solvent is methanol, and
wherein the acid catalyst is concentrated hydrochloric acid present in an amount of about 3% (volume/volume) relative to a volume of methanol.

### Claim 4 (depends on 3)

The process of claim 3, wherein the reaction is carried out at a temperature of from about 0° C. to about room temperature.

### Claim 5 (depends on 3)

The process of claim 3, wherein the reaction is carried out over a time period of about 40 hours or more.