Calcium Hydroxide → HCID 131714312, compound

HRID 280792Notes

Reaction equation

HRID 280792 reaction equation
C([O:8][C:9](=[O:47])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:46])[C@@H:16]1[CH2:20][CH2:19][CH2:18][N:17]1[C:21](=[O:45])[C@H:22]([CH2:30][CH2:31][CH2:32][CH:33](C(OCC1C=CC=CC=1)=O)[NH2:34])[NH:23][P:24]([CH2:28][CH3:29])([CH2:26][CH3:27])=[O:25])C1C=CC=CC=1.[OH-].[Ca+2:49].[OH-]>CO.O.[C].[Pd]>[Ca+2:49].[CH2:26]([P:24]([NH:23][C@H:22]([C:21]([N:17]1[CH2:18][CH2:19][CH2:20][C@H:16]1[C:15]([N:11]1[CH2:12][CH2:13][CH2:14][C@H:10]1[C:9]([O-:47])=[O:8])=[O:46])=[O:45])[CH2:30][CH2:31][CH2:32][CH2:33][NH2:34])([CH2:28][CH3:29])=[O:25])[CH3:27].[CH2:26]([P:24]([NH:23][C@H:22]([C:21]([N:17]1[CH2:18][CH2:19][CH2:20][C@H:16]1[C:15]([N:11]1[CH2:12][CH2:13][CH2:14][C@H:10]1[C:9]([O-:47])=[O:8])=[O:46])=[O:45])[CH2:30][CH2:31][CH2:32][CH2:33][NH2:34])([CH2:28][CH3:29])=[O:25])[CH3:27]

Participants

6

Reactant 2

HCID 6093208Calcium HydroxideHCID 70041940HCID 70041940, compound

Product 1

HCID 131714312HCID 131714312, compoundYield 94.9%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Diethylphosphoryl-ε-carbobenzoxy-L-lysyl-L-prolyl-L-proline benzyl ester (2.48 g, 3.5 mmole) was dissolved in methanol (25 ml), and calcium hydroxide (0.133 g) suspended in water (10 ml) was added thereto. The catalytic reduction reaction was carried out in the presence of 5% palladium-carbon as catalyst. The catalyst was removed by filtration and the solvent was distilled off under reduced pressure. The thus obtained milk-white and candy-like residue was dissolved in water. After removal of insoluble matter by filtration, the solution was freeze-dried to obtain diethylphosphoryl-L-lysyl-L-prolyl-L-proline calcium salt (1.54 g, yield: 87.8%).

Workup

  1. additionwas added
  2. customThe catalytic reduction reaction
  3. customThe catalyst was removed by filtration
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe thus obtained milk-white and candy-like residue was dissolved in water
  6. customAfter removal of insoluble matter
  7. filtrationby filtration
  8. customthe solution was freeze-dried

Sources & evidence

ORD record
ord-ef2843f513db48a083e3001c697b3e64
Source dataset
uspto-grants-1986_05
Patent number
US04590178

Reaction notes

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