Lithium hydroxide, monohydrate → HCID 54245240, compound

HRID 1656050Notes

Reaction equation

HRID 1656050 reaction equation
[C:1]([S:5][CH2:6][C:7]1([C:17]([NH:19][C@H:20]([C:25]([O:27]C)=[O:26])[CH2:21][CH:22]([CH3:24])[CH3:23])=[O:18])[CH2:16][CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8]1)([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Li+]>CO>[C:1]([S:5][CH2:6][C:7]1([C:17]([NH:19][C@H:20]([C:25]([OH:27])=[O:26])[CH2:21][CH:22]([CH3:23])[CH3:24])=[O:18])[CH2:16][CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8]1)([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 131718218HCID 131718218, compound

Product 1

HCID 54245240HCID 54245240, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve N-[[1,2,3,4-tetrahydro-2-[[(t-butyl)thio]methyl]-2-naphthalenyl]carbonyl]-L-leucine, methyl ester (146 mg, 0.36 mmol) in methanol (3 mL). Add a solution of lithium hydroxide monohydrate (1 mL in water, 1 mmol) and stir at room temperature under argon for 16 hours. Evaporate the solvent in vacuo without heat and acidify with 2N hydrochloric acid. Extract into methylene chloride (2X), dry (MgSO4) and evaporate the solvent in vacuo to give the title compound as as white foam (142 mg, 100%).

Workup

  1. customEvaporate the solvent in vacuo
  2. temperaturewithout heat
  3. extractionExtract into methylene chloride (2X)
  4. dry with materialdry (MgSO4)
  5. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-4860d1212bad4860ae2247761ce4c133
Source dataset
uspto-grants-1993_10
Patent number
US05252601

Reaction notes

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