Acetic Acid → HCID 68490209, compound

HRID 1822474Notes

Reaction equation

HRID 1822474 reaction equation
C[O:2][C:3]([CH:5]1[NH:24][C:23](=[O:25])[N:22]2[CH:18]([CH2:19][CH:20]([O:26][C:27]3[C:36]4[C:31](=[CH:32][C:33]([O:37][CH3:38])=[CH:34][CH:35]=4)[N:30]=[C:29]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[CH:28]=3)[CH2:21]2)[C:17](=[O:45])[NH:16][C:15]2(C(OCC)=O)[CH:13]([CH2:14]2)[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[OH-:51].[Li+].[C:53]([OH:56])(=O)C.[C:57]1(C)C=CC=C[CH:58]=1>O1CCOCC1.O>[CH2:57]([O:51][C:53]([N:16]1[CH:15]2[CH:13]([CH2:14]2)[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([C:3]([OH:2])=[O:4])[NH:24][C:23](=[O:25])[N:22]2[CH:18]([CH2:19][CH:20]([O:26][C:27]3[C:36]4[C:31](=[CH:32][C:33]([O:37][CH3:38])=[CH:34][CH:35]=4)[N:30]=[C:29]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[CH:28]=3)[CH2:21]2)[C:17]1=[O:45])=[O:56])[CH3:58]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 1140TolueneHCID 3939Lithium HydroxideHCID 76726990HCID 76726990, compound

Product 1

HCID 68490209HCID 68490209, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Compound 128 (120 mg, 0.175 mmol) was dissolved in dioxane (9 ml) and water (6 ml). Lithium hydroxide (12 mg, 0.526 mmol) was added and the reaction was stirred at room temperature for 3.5 h. The mixture was acidified with acetic acid to pH=5, and co-evaporated with toluene. The crude product was used in the next step. MS (M+H+) 671

Sources & evidence

ORD record
ord-137bcf01bac3411887d4ed698368dc46
Source dataset
uspto-grants-2009_10
Patent number
US07608590B2

Reaction notes

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