Oxalyl chloride → HCID 14155009, compound

HRID 1440078Notes

Reaction equation

HRID 1440078 reaction equation
[C:1]([S:4][CH2:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:7]([OH:9])=O)(=[O:3])[CH3:2].C(Cl)(=O)C(Cl)=O.Cl.[NH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30].C(N(C(C)C)CC)(C)C>>[C:1]([S:4][CH2:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:7]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])=[O:9])(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 99917962-[(Acetylthio)methyl]-3-phenylpropionic AcidHCID 13672034Methyl 5-aminopentanoate hydrochloride

Product 1

HCID 14155009HCID 14155009, compound

Procedure

2-Acetylthiomethyl-3-phenylpropanoic acid is reacted with oxalyl chloride and the resulting acid chloride is then reacted with 5-aminopentanoic acid, methyl ester, hydrochloride in the presence of diisopropylethylamine as more fully described in Example 5 of European Patent Application 136,883 to give (±)-5-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]pentanoic acid, methyl ester.

Sources & evidence

ORD record
ord-56f56361128e46cd8825a4a76dcf65fc
Source dataset
uspto-grants-1996_03
Patent number
US05496805

Reaction notes

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