2-Oxopropanoyl chloride → N-(1,2-Dioxopropyl)-L-alanine trimethylsilyl ester

HRID 1974546Notes

Reaction equation

HRID 1974546 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[O:3].Cl.[CH3:8][Si:9]([O:12][C:13](=[O:17])[C@H:14]([CH3:16])[NH2:15])([CH3:11])[CH3:10]>>[CH3:8][Si:9]([O:12][C:13](=[O:17])[C@H:14]([CH3:16])[NH:15][C:1](=[O:5])[C:2]([CH3:4])=[O:3])([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 5217912-Oxopropanoyl chlorideHCID 86747333HCID 86747333, compound

Product 1

HCID 86747332N-(1,2-Dioxopropyl)-L-alanine trimethylsilyl ester

Procedure

A method of synthesizing pyruvyl-alanine or pyruvyl-glycine according to the invention comprises the steps of reacting sodium pyruvate with oxalyl chloride to yield pyruvylchloride, then reacting pyruvylchloride with a suspension of alanine trimethylsilyl ester hydrochloride to yield a pyruvyl-alanine trimethylsilyl ester and then subjecting the pyruvyl-alanine trimethylsilyl esterto hydrolysis toyieldpyruvyl-alanine. The pyruvyl-alanine synthesized via the method set forth above serves as a pyruvyl-amino acid pyruvate precursor.

Sources & evidence

ORD record
ord-341420231b63488db376cfcd345f2a8a
Source dataset
uspto-grants-1994_02
Patent number
US05283260

Reaction notes

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