(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid → HCID 123459772, compound

HRID 535601Notes

Reaction equation

HRID 535601 reaction equation
[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[N:4]=1.[CH3:25][O:26][C:27]([NH:29][C@@H:30]([CH:34]([CH3:36])[CH3:35])[C:31](O)=[O:32])=[O:28]>>[CH3:25][O:26][C:27](=[O:28])[NH:29][C@@H:30]([CH:34]([CH3:35])[CH3:36])[C:31]([NH:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]2[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=2)[N:4]=1)=[O:32]

Participants

3

Reactant 2

HCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acidHCID 70976268HCID 70976268, compound

Product 1

HCID 123459772HCID 123459772, compound

Procedure

The product of Example 42 and (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid were treated using a method similar to that described in Example 56 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.59-11.62 (bs, 1H), 8.53 (d, J=5.5 Hz, 1H), 8.32 (dd, J=7.5, 1.7 Hz, 1H), 8.03 (d, J=7.1 Hz, 1H), 7.88-7.99 (m, 2H), 7.37-7.45 (m, 4H), 7.09-7.13 (m, 1H), 4.52-4.67 (m, 2H), 3.78-3.86 (m, 1H), 3.67 (s, 2H), 3.51 (s, 3H), 1.85-1.96 (m, 1H), 0.71-0.83 (d, 6H); MS (ESI+) M/Z 500 (M+H)+.

Sources & evidence

ORD record
ord-6a47368b214540f79ed217562cb31e63
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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