N-Acetyl-L-Cysteine → HCID 56990010, compound

HRID 1194011Notes

Reaction equation

HRID 1194011 reaction equation
[C:1]([NH:4][C@H:5]([C:8]([OH:10])=[O:9])[CH2:6][SH:7])(=[O:3])[CH3:2].[CH2:11]([C:15]1[CH:20]=[CH:19][C:18]([C@@H:21]([CH3:25])[C:22](Cl)=[O:23])=[CH:17][CH:16]=1)[CH:12]([CH3:14])[CH3:13]>>[C:1]([NH:4][C@H:5]([C:8]([OH:10])=[O:9])[CH2:6][S:7][C:22](=[O:23])[C@@H:21]([C:18]1[CH:19]=[CH:20][C:15]([CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:16][CH:17]=1)[CH3:25])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 12035N-Acetyl-L-CysteineHCID 11183702HCID 11183702, compound

Product 1

HCID 56990010HCID 56990010, compound

Procedure

By operating in a way similar to that described in the Example 2, and starting from N-acetyl-(R)-cysteine (39.5 g) and (2R)-2-(4-isobutyl-phenyl)-propionyl chloride (45.4 g) the desired product is obtained (18 g) as a solid melting at 102°-104° C.; [α]D20 =-79.6° (c=1%, EtOH).

Sources & evidence

ORD record
ord-eb86ac55d74a405a8a94dcf6277e616d
Source dataset
uspto-grants-1989_03
Patent number
US04812477

Reaction notes

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