7-Phenyl heptanoic acid → HCID 66910923, compound

HRID 1802987Notes

Reaction equation

HRID 1802987 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.Cl.[CH2:18]([O:25][C:26](=[O:34])[CH2:27][C@@H:28]([NH2:33])[CH2:29][N:30]([CH3:32])[CH3:31])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([O:25][C:26](=[O:34])[CH2:27][C@@H:28]([NH:33][C:13](=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH2:29][N:30]([CH3:31])[CH3:32])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 5209877-Phenyl heptanoic acidHCID 46223507(R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride

Product 1

HCID 66910923HCID 66910923, compound

Procedure

The title compound, m/e=335.4 ([M+H]+), was produced in analogy with intermediate 1, steps 3 and 4. Thus, commercially available 7-phenylheptanoic acid was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-4-dimethylamino-3-(7-phenyl-heptanoylamino)-butyric acid benzyl ester, which was hydrogenated in step 4.

Sources & evidence

ORD record
ord-fd5a5c73c27d4838827225fd4d2c540a
Source dataset
uspto-grants-2013_01
Patent number
US08349893B2

Reaction notes

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