Lithium Hydroxide → HCID 10344801, compound

HRID 1819965Notes

Reaction equation

[Li+].[OH-].C[O:4][C:5](=[O:36])[CH2:6][NH:7][C:8]([C:10]1[S:11][C:12]([C:16]([CH2:34][CH3:35])([C:19]2[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH:27]([OH:32])[C:28]([CH3:31])([CH3:30])[CH3:29])=[C:21]([CH3:33])[CH:20]=2)[CH2:17][CH3:18])=[CH:13][C:14]=1[CH3:15])=[O:9]>>[CH2:17]([C:16]([C:12]1[S:11][C:10]([C:8]([NH:7][CH2:6][C:5]([OH:36])=[O:4])=[O:9])=[C:14]([CH3:15])[CH:13]=1)([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH:27]([OH:32])[C:28]([CH3:30])([CH3:31])[CH3:29])=[C:21]([CH3:33])[CH:20]=1)[CH2:34][CH3:35])[CH3:18]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 10413187HCID 10413187, compound

Product 1

HCID 10344801HCID 10344801, compound

Procedure

Using LiOH hydrolysis as described in Example 136, [(5-{1-ethyl-1-[4-(3-hydroxy-4,4-dimethyl-pentyl)-3-methyl-phenyl]-propyl}-3-methyl-thiophene-2-carbonyl)-amino]-acetic acid methyl ester gives the title compound (quant). 1H NMR (CDCl3) δ 7.07 (d, 1H, J=8.7 Hz), 7.00 (d, 1H, J=8.7 Hz), 6.99 (s, 1H), 6.63 (s, 1H), 6.21 (t, 1H), 4.20 (d, 2H, J=5.3 Hz), 3.26 (bd, 1H, J=9.3 Hz), 2.88 (m, 1H), 2.56 (m, 1H), 2.47 (s, 3H), 2.28 (s, 3H), 2.08 (m, 4H), 1.78 (m, 1H), 1.58 (m, 1H), 0.90 (s, 9H), 0.70 (t, 6H);

Sources & evidence

ORD record: ord-c40b6047a0b04ea3bcb19bed2d682ead
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07601850B2

Reaction notes

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