Methyl iodide → HCID 21416534, compound

HRID 1414703Notes

Reaction equation

HRID 1414703 reaction equation
O[CH:2](CCN)C=O.C(OC(=O)C)(=O)C.[C:15]([O:18][CH:19]([CH2:22][CH2:23][NH:24][C:25](=[O:27])[CH3:26])[CH:20]=[O:21])(=[O:17])[CH3:16].[H-].[Na+].CI>N1C=CC=CC=1>[C:15]([O:18][CH:19]([CH2:22][CH2:23][N:24]([CH3:2])[C:25](=[O:27])[CH3:26])[CH:20]=[O:21])(=[O:17])[CH3:16]

Participants

7

Reactant 5

HCID 6328Methyl iodideHCID 7918Acetic AnhydrideHCID 24758Sodium hydrideHCID 19362136HCID 19362136, compoundHCID 21416539HCID 21416539, compound

Product 1

HCID 21416534HCID 21416534, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Treat the diethylacetal of 2-hydroxy-4-aminobutanal with acetic anhydride in pyridine followed by treatment of the resulting diethylacetal of 2-acetoxy-4-acetamidobutanal with sodium hydride and methyl iodide to obtain the diethylacetal of 2-acetoxy-4-(N-methylacetamido)butanal. Remove the acetal protecting group by means of acid to obtain 2-acetoxy-4-(N-methylacetamido)butanal.

Sources & evidence

ORD record
ord-213f3bbd3c3641f6a318360b2349d963
Source dataset
uspto-grants-1977_01
Patent number
US04002608

Reaction notes

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