Lithium hydroxide, monohydrate → HCID 178525870, compound

HRID 1898975Notes

Reaction equation

HRID 1898975 reaction equation
C[O:2][C:3](=[O:41])[CH2:4][N:5]([C:21](=[O:40])[C@H:22]([CH2:34][C:35]1[N:39]=[CH:38][NH:37][CH:36]=1)[NH:23][C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][CH:8]=1.O[Li].O>C1COCC1.O>[C:28]1([CH2:27][O:26][C:24]([NH:23][C@H:22]([C:21]([N:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([O:13][CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:11][CH:12]=2)[CH2:4][C:3]([OH:41])=[O:2])=[O:40])[CH2:34][C:35]2[N:39]=[CH:38][NH:37][CH:36]=2)=[O:25])[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 178501578HCID 178501578, compound

Product 1

HCID 178525870HCID 178525870, compoundYield 110.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of the ester from Step 2 (1.53 g, 2.75 mmol) in THF (15 mL) and H2O (5 mL) at 0° C. was added LiOH hydrate (0.14 g, 3.30 mmol) and the solution was stirred 5 hours at 0° C. The solution was concentrated, the residue taken up in H2O, and the pH was adjusted to 4-5 with 1N HCl. The resulting mixture was concentrated and dried in vacuo to afford 1.65 g of the title compound as a white solid;

Workup

  1. concentrationThe solution was concentrated
  2. concentrationThe resulting mixture was concentrated
  3. customdried in vacuo

Sources & evidence

ORD record
ord-0f019f32b4664a4a8acf19b147847f6c
Source dataset
uspto-grants-1996_11
Patent number
US05571792

Reaction notes

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