Leucine methyl ester hydrochloride → HCID 69654989, compound

HRID 1061304Notes

Reaction equation

HRID 1061304 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.Cl.[CH3:18][O:19][C:20](=[O:27])[C@H:21]([CH2:23][CH:24]([CH3:26])[CH3:25])[NH2:22]>>[CH3:18][O:19][C:20](=[O:27])[C@@H:21]([NH:22][C:12](=[O:14])[C:11]1[CH:10]=[CH:9][C:8]([N:5]2[CH2:4][CH2:3][C:2](=[O:1])[CH2:7][CH2:6]2)=[CH:16][CH:15]=1)[CH2:23][CH:24]([CH3:26])[CH3:25]

Participants

3

Reactant 2

HCID 2723695Leucine methyl ester hydrochlorideHCID 220640224-(4-Oxopiperidin-1-yl)benzoic acid

Product 1

HCID 69654989HCID 69654989, compound

Procedure

The title compound was prepared from 4-(4-oxo-piperidine-1-yl)-benzoic acid (which was obtained in Example 151) and L-leucine methyl ester hydrochloride according to the procedure of Example 154 as a gum; 1H NMR (300 MHz, CDCl3) δ 0.96 (t, J=6.2 Hz, 6H), 1.60-1.80 (m, 3H), 2.57 (t, J=6.1 Hz, 4H), 3.71 (t, J=6.1 Hz, 4H), 3.77 (s, 3H), 4.80-4.90 (m, 1H), 6.40 (d, J=8.2 Hz, 1H), 6.94 (d, J=7.0 Hz, 2H), 7.75 (d, J=7.0 Hz, 1H); MS (ES) m/z: 347.4 (MH+); HRMS Calcd. for C19H26N2O4 (M+): 346.1892. Found: 346.1881.

Sources & evidence

ORD record
ord-6ab6cb32049244848c11137813f7664f
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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