8-Phenyloctanoic acid → HCID 66875254, compound

HRID 1799643Notes

Reaction equation

HRID 1799643 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.Cl.[CH2:19]([O:26][C:27](=[O:35])[CH2:28][C@@H:29]([NH2:34])[CH2:30][N:31]([CH3:33])[CH3:32])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([O:26][C:27](=[O:35])[CH2:28][C@@H:29]([NH:34][C:14](=[O:16])[CH2:13][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)[CH2:30][N:31]([CH3:32])[CH3:33])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 5202738-Phenyloctanoic acidHCID 46223507(R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride

Product 1

HCID 66875254HCID 66875254, compound

Procedure

The title compound, m/e=347.4 ([M−H]−), was produced in analogy with example 1, steps 3 and 4. Thus, commercially available 8-phenyloctanoic acid was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-4-dimethylamino-3-(8-phenyl-octanoylamino)-butyric acid benzyl ester, which was hydrogenated in step 4.

Sources & evidence

ORD record
ord-5015a6b1df644f0a925440adee63aba1
Source dataset
uspto-grants-2013_01
Patent number
US08344027B2

Reaction notes

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