HCID 10523822, compound → HCID 10793825, compound

HRID 1794832Notes

Reaction equation

HRID 1794832 reaction equation
[CH3:1][O:2][C:3](=[O:28])[C@@H:4]([NH:12][C:13](=[O:27])[C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:25][CH2:24][C:23](=O)[CH2:22][CH2:21]2)=[CH:16][CH:15]=1)[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH2:29][CH2:30][C@@H:31]([C:33]1[CH:34]=[CH:35][C:36]([OH:44])=[C:37]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:38]=1)[OH:32]>>[CH3:1][O:2][C:3](=[O:28])[C@@H:4]([NH:12][C:13](=[O:27])[C:14]1[CH:15]=[CH:16][C:17]([N:20]2[CH2:25][CH2:24][CH:23]([NH:29][CH2:30][C@H:31]([OH:32])[C:33]3[CH:34]=[CH:35][C:36]([OH:44])=[C:37]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:38]=3)[CH2:22][CH2:21]2)=[CH:18][CH:19]=1)[CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 10523822HCID 10523822, compoundHCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide

Product 1

HCID 10793825HCID 10793825, compound

Procedure

The title compound was prepared from (2S)-2-[4-(4-oxo-piperidin-1-yl)-benzoylamino]-3-phenyl-propionic acid methyl ester (which was obtained in Example 164) and N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (which was obtained in Example 10) according to the procedure of Example 180 as an off-white solid; mp>98° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.20–1.40 (m, 2 H), 1.80–1.90 (m, 2 H), 2.05–2.90 (m, 5 H), 2.91 (s, 3 H), 3.00–3.20 (m, 2 H), 3.70–3.80 (m, 2 H), 4.47 (dd, J=8.0, 4.3 Hz, 1 H), 4.50–4.65 (m, 1 H), 6.81 (d, J=8.2 Hz, 1 H), 6.92 (d, J=8.9 Hz, 2 H), 7.00 (dd, J=8.2, 2.0 Hz, 1 H), 7.10–7.30 (m, 6 H), 7.67 (d, J=8.9 Hz, 2 H), 8.47 (d, J=7.8 Hz, 1 H); MS (ES) m/z: 611.2 (MH+); HRMS Calcd. for C31H39N4O7S (MH+): 611.2534. Found: 611.2525.

Sources & evidence

ORD record
ord-7ddd1b6d08154574b4720fb4993701e1
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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