Sodium Hydroxide → HCID 10651147, compound

HRID 1794833Notes

Reaction equation

HRID 1794833 reaction equation
C[O:2][C:3](=[O:43])[C@@H:4]([NH:12][C:13](=[O:42])[C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:25][CH2:24][CH:23]([NH:26][CH2:27][C@H:28]([OH:41])[C:29]3[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([NH:36][S:37]([CH3:40])(=[O:39])=[O:38])[CH:30]=3)[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.[OH-].[Na+]>>[OH:41][C@H:28]([C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([NH:36][S:37]([CH3:40])(=[O:38])=[O:39])[CH:30]=1)[CH2:27][NH:26][CH:23]1[CH2:24][CH2:25][N:20]([C:17]2[CH:18]=[CH:19][C:14]([C:13]([NH:12][C@@H:4]([CH2:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:3]([OH:43])=[O:2])=[O:42])=[CH:15][CH:16]=2)[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 10793825HCID 10793825, compound

Product 1

HCID 10651147HCID 10651147, compound

Procedure

The title compound was prepared from (2S)-2-(4-{4-[(2R)-2-hydroxy-2-(4-hydroxy-3-methanesulfonylamino-phenyl)-ethylamino]-piperidin-1-yl}-benzoylamino)-3-phenyl-propionic acid methyl ester (which was obtained in Example 204) by sodium hydroxide hydrolysis as a pale yellowish solid; mp>160° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.40–1.50 (m, 2 H), 1.90–2.05 (m, 2 H), 2.50–3.50 (m, 7 H), 2.95 (s, 3 H), 3.69–3.75 (m, 2 H), 4.30–4.45 (m, 2 H), 4.70–4.75 (m, 1 H), 6.83 (d, J=8.8 Hz, 2 H), 6.88 (d, J=8.3 Hz, 1 H), 7.05–7.30 (m, 7 H), 7.63 (d, J=8.8 Hz, 2 H), 7.93 (br d, J=6.6 Hz, 1 H); MS (ES) m/z: 597.1 (MH+); HRMS Calcd. for C30H35N4O7S (M−H)−: 595.2231. Found: 595.2232.

Sources & evidence

ORD record
ord-fbd85f4277fb42e0bb48d6539e592306
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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