HCID 178502931, compound → HCID 178515023, compound

HRID 1084988Notes

Reaction equation

HRID 1084988 reaction equation
C[O:2][PH:3]([CH2:5][N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16])=[O:4]>C(O)(=O)C.Br>[C:7]1(=[O:16])[N:6]([CH2:5][PH:3](=[O:2])[OH:4])[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]12

Participants

4

Reactant 1

HCID 178502931HCID 178502931, compound

Product 1

HCID 178515023HCID 178515023, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 260Hydrogen BromideSolvent

Procedure

123 mg of [(RS)-4-methyl-2-[](S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]-4-methylpentyl](phthalimidomethyl)phosphinic acid methyl ester were dissolved in a mixture of 3 ml of acetic acid and 3 ml of 48% hydrogen bromide in acetic acid and the mixture was left to stand at room temperature for 18 hours. The solvent was removed by evaporation, the residue was dissolved in a mixture of 10 ml of toluene and 5 ml of acetone and the solution was evaporated. This procedure was repeated twice and the residue was then dissolved in a mixture of 5 ml of dichloromethane and 3 ml of acetone and the solution was evaporated. After drying under a high vacuum (0.1 mmHg), there were obtained 115 g of [(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl[pentyl[-(phthalimidomethyl)phosphinic acid in the form of an off-white foam.

Workup

  1. waitthe mixture was left
  2. customThe solvent was removed by evaporation
  3. dissolutionthe residue was dissolved in a mixture of 10 ml of toluene and 5 ml of acetone
  4. customthe solution was evaporated
  5. dissolutionthe residue was then dissolved in a mixture of 5 ml of dichloromethane and 3 ml of acetone
  6. customthe solution was evaporated
  7. customAfter drying under a high vacuum (0.1 mmHg)

Sources & evidence

ORD record
ord-c398ff20a25140bb832a1bf6d725b5dc
Source dataset
uspto-grants-1991_04
Patent number
US05006651

Reaction notes

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