Lithium Hydroxide → HCID 118093014, compound

HRID 708848Notes

Reaction equation

HRID 708848 reaction equation
[C:1]([O:5][C:6]([N:8]([C:54]([O:56][C:57]([CH3:60])([CH3:59])[CH3:58])=[O:55])[C:9]1[C:18]2[C:13](=[CH:14][C:15]([NH:19][C@H:20]3[C:37](=[O:38])[N:36]([CH3:39])[CH2:35][C:34]4[CH:40]=[C:30]([CH:31]=[CH:32][C:33]=4[C@@H:41]([CH2:46][CH3:47])[C:42]([O:44]C)=[O:43])[NH:29][C:28](=[O:48])[O:27][CH2:26][C@H:25]([CH3:49])[C:24]4[CH:50]=[CH:51][C:21]3=[CH:22][C:23]=4[CH3:52])=[CH:16][CH:17]=2)[C:12]([F:53])=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-]>C1COCC1>[C:1]([O:5][C:6]([N:8]([C:54]([O:56][C:57]([CH3:59])([CH3:58])[CH3:60])=[O:55])[C:9]1[C:18]2[C:13](=[CH:14][C:15]([NH:19][C@H:20]3[C:37](=[O:38])[N:36]([CH3:39])[CH2:35][C:34]4[CH:40]=[C:30]([CH:31]=[CH:32][C:33]=4[C@@H:41]([CH2:46][CH3:47])[C:42]([OH:44])=[O:43])[NH:29][C:28](=[O:48])[O:27][CH2:26][C@H:25]([CH3:49])[C:24]4[CH:50]=[CH:51][C:21]3=[CH:22][C:23]=4[CH3:52])=[CH:16][CH:17]=2)[C:12]([F:53])=[CH:11][N:10]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 118098725HCID 118098725, compound

Product 1

HCID 118093014HCID 118093014, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 13G (62 mg, 0.075 mmol) in THF (2 mL) was added LiOH (2 mL, 2.000 mmol). The reaction mixture was stirred at rt for 2 days, concentrated and acidified with 1N HCl. The mixture was extracted with EtOAc, washed with brine, dried over Na2SO4, concentrated to give 13H (60 mg, 98% yield).

Workup

  1. concentrationconcentrated
  2. extractionThe mixture was extracted with EtOAc
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-76793f41d0004b4a8c3c1bc6e2eaae89
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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