L-(+)-Cysteine → N-Acetyl-L-Cysteine

HRID 1789647Notes

Reaction equation

[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4].[CH3:8][C:9]1(C)O[C@]2(OC[C@@H]3OC(C)(C)O[C@@H]3C2=O)C[O:10]1>>[C:9]([NH:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4])(=[O:10])[CH3:8]

Participants

Reactant 2

HCID 5862L-(+)-Cysteine

HCID 11391247L-enantiomer2×

Product 1

HCID 12035N-Acetyl-L-Cysteine

Procedure

Cysteine is an amino acid with one chiral carbon atom. It exists as an L-enantiomer, a D-enantiomer or a racemic mixture of the L- and D-enantiomers. The L-enantiomer is the naturally occurring configuration.

Workup

additiona D-enantiomer or a racemic mixture of the L- and D-enantiomers

Sources & evidence

ORD record: ord-e587ad890bb24abfac5365e413ada614
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07071158B2

Reaction notes

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