Oxalyl chloride → HCID 14155010, compound

HRID 1440079Notes

Reaction equation

HRID 1440079 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][CH2:29][C:30]([O:32][CH3:33])=[O:31].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][CH2:29][C:30]([O:32][CH3:33])=[O:31])=[O:9])(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 99917962-[(Acetylthio)methyl]-3-phenylpropionic AcidHCID 11499324Methyl 6-aminohexanoate hydrochloride

Product 1

HCID 14155010HCID 14155010, compound

Procedure

2-Acetylthiomethyl-3-phenylpropanoic acid is reacted with oxalyl chloride and the resulting acid chloride is then reacted with 6-aminohexanoic acid, methyl ester, hydrochloride in the presence of diisopropylethylamine as more fully described in Example 6 of European Patent Application 136,883 to give (±)-6-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]hexanoic acid, methyl ester.

Sources & evidence

ORD record
ord-9934621f566847f9870cd51500f649dd
Source dataset
uspto-grants-1996_03
Patent number
US05496805

Reaction notes

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