Trimethylsilyldiazomethane → 2-Acetamidoacrylic acid

HRID 546326

Reaction equation

C[O:2][C:3](=[O:10])[C@@H:4]([NH:6][C:7](=[O:9])[CH3:8])[CH3:5].[Si](C=[N+]=[N-])(C)(C)C>>[C:7]([NH:6][C:4](=[CH2:5])[C:3]([OH:10])=[O:2])(=[O:9])[CH3:8]

Participants

Reactant 2

HCID 167693Trimethylsilyldiazomethane

HCID 6951030(S)-Methyl 2-acetamidopropanoate

Product 1

HCID 794822-Acetamidoacrylic acid

Procedure

(S)-2-Acetylaminopropionic acid methyl ester, conversion>99%, ee>99% (derivatised using TMS-diazomethane and then analysed using the same method developed for the methyl ester).

Sources & evidence

ORD record: ord-099ac82866b340beb0efcec807ffb5ee
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07935841B2

Linked notes

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