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2-Oxopropanoyl chloride → Pyruvyl-alanine trimethylsilyl ester

HRID 1657122
Notes
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Reaction equation

HRID 1657122 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]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 5217912-Oxopropanoyl chlorideHCID 86747333HCID 86747333, compound

Product 1

HCID 86747332Pyruvyl-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 pyruvyl chloride, then reacting pyruvyl chloride with a suspension of alanine trimethylsilyl ester hydrochloride to yield a pyruvyl-alanine trimethylsilyl ester and then subjecting the pyruvyl-alanine trimethylsilyl ester to hydrolysis to yield pyruvyl-alanine. The pyruvyl-alanine synthesized via the method set forth above serves as a pyruvyl-amino acid pyruvate precursor.

Sources & evidence

ORD record
ord-d6afa5e10461427f8bb5e1bce81629f1
Source dataset
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05256697

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes