Lithium hydroxide, monohydrate → HCID 69288452, compound

HRID 1393264Notes

Reaction equation

HRID 1393264 reaction equation
C[O:2][C:3](=[O:36])[CH:4]([CH3:35])[CH2:5][P:6]([C@@H:9]([NH:17][C:18](=[O:34])[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25](=[O:33])[N:26]([CH2:30][CH2:31][CH3:32])[CH2:27][CH2:28][CH3:29])[CH:20]=1)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([OH:8])=[O:7].O[Li].O>CO.O>[CH2:30]([N:26]([CH2:27][CH2:28][CH3:29])[C:25]([C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[C:18]([NH:17][C@H:9]([P:6]([OH:8])([CH2:5][CH:4]([CH3:35])[C:3]([OH:36])=[O:2])=[O:7])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:34])=[O:33])[CH2:31][CH3:32]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69288563HCID 69288563, compound

Product 1

HCID 69288452HCID 69288452, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 2.11 g of 3-{[(R)-1-(3-dipropylcarbamoyl-benzoylamino)-2-phenyl-ethyl]-hydroxy-phosphinoyl}-2-methyl-propionic acid methyl ester in 8 ml of MeOH was treated with a solution of 865 mg of LiOH.H2O in 2 ml of H2O and the turbid solution was stirred at 20° C. for 1.5 h. The mixture was evaporated and the residue partitioned between aqueous HCl (pH=2) and AcOEt. The organic layer was washed with brine, dried and evaporated to give 1.54 g of the title compound. MS: 501.4 (M−H)—.

Workup

  1. customThe mixture was evaporated
  2. customthe residue partitioned between aqueous HCl (pH=2) and AcOEt
  3. washThe organic layer was washed with brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-9c06c62358294f2380569fd4cc69d390
Source dataset
uspto-grants-2008_03
Patent number
US07345082B2

Reaction notes

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