Water → HCID 131714311, compound

HRID 280790Notes

Reaction equation

HRID 280790 reaction equation
[CH2:1]([P:8]([NH:17][C@H:18]([C:20]([N:22]1[CH2:36][CH2:35][CH2:34][C@H:23]1[C:24]([N:26]1[CH2:33][CH2:32][CH2:31][C@H:27]1[C:28]([OH:30])=[O:29])=[O:25])=[O:21])[CH3:19])([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[Ca+2:39].[OH-]>ClCCCl>[Ca+2:39].[CH2:1]([P:8]([NH:17][C@H:18]([C:20]([N:22]1[CH2:36][CH2:35][CH2:34][C@H:23]1[C:24]([N:26]1[CH2:33][CH2:32][CH2:31][C@H:27]1[C:28]([O-:30])=[O:29])=[O:25])=[O:21])[CH3:19])([CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:1]([P:8]([NH:17][C@H:18]([C:20]([N:22]1[CH2:36][CH2:35][CH2:34][C@H:23]1[C:24]([N:26]1[CH2:33][CH2:32][CH2:31][C@H:27]1[C:28]([O-:30])=[O:29])=[O:25])=[O:21])[CH3:19])([CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6093208Calcium HydroxideHCID 13503349HCID 13503349, compound

Product 1

HCID 131714311HCID 131714311, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Dibenzylphosphoryl-L-alanyl-L-prolyl-L-proline (0.5 g, 0.9 mmol) was dissolved in 1,2-dichloroethane (15 ml) which had been previously saturated with water, and calcium hydroxide (34 mg, 0.465 mmole) was added thereto. The mixture was stirred for 4 hours at room temperature. Insoluble matter was removed by filtration and from the thus obtained filtrate the solvent was distilled off under reduced pressure. The residue was dissolved in ethyl acetate and n-hexane was added thereto while stirring to obtain dibenzylphosphoryl-L-alanyl-L-prolyl-L-proline calcium salt (0.37 g).

Workup

  1. additionwas added
  2. customInsoluble matter was removed by filtration and from the thus obtained filtrate the solvent
  3. distillationwas distilled off under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. additionn-hexane was added
  6. stirringwhile stirring

Sources & evidence

ORD record
ord-4dc7ab518fbb4fda9e2b61c2d85a5310
Source dataset
uspto-grants-1986_05
Patent number
US04590178

Reaction notes

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