Sodium Hydroxide → HCID 178457265, compound

HRID 1393265Notes

Reaction equation

HRID 1393265 reaction equation
C[O:2][C:3](=[O:45])[CH2:4][CH:5]([C:15]([CH:19]([NH:27][C:28](=[O:44])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35](=[O:43])[N:36]([CH2:40][CH2:41][CH3:42])[CH2:37][CH2:38][CH3:39])[CH:30]=1)[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([OH:18])[PH2:16]=[O:17])[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:7].[OH-].[Na+]>CO>[CH2:40]([N:36]([CH2:37][CH2:38][CH3:39])[C:35]([C:31]1[CH:30]=[C:29]([CH:34]=[CH:33][CH:32]=1)[C:28]([NH:27][CH:19]([C:15]([OH:18])([PH2:16]=[O:17])[CH:5]([C:6]([NH:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:7])[CH2:4][C:3]([OH:45])=[O:2])[CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:44])=[O:43])[CH2:41][CH3:42]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178457264HCID 178457264, compound

Product 1

HCID 178457265HCID 178457265, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 14 mg of 3-{[1-(3-dipropylcarbamoyl-benzoylamino)-2-phenyl-ethyl]-hydroxy-phosphinoylmethyl}-N-phenyl-succinamic acid methyl ester (compound I-17) in 1 ml of MeOH and 3 mg of NaOH was warmed to 45° for 3 h. The solution was evaporated, the residue partitioned between 1N aqueous hydrochloric acid and CH2Cl2, the organic layer was washed with water, dried and evaporated to give 11 mg of 3-{[1-(3-di-propylcarbamoyl-benzoylamino)-2-phenyl-ethyl]-hydroxy-phosphinoylmethyl}-N-phenyl-succinamic acid (compound 1-53).

Workup

  1. customThe solution was evaporated
  2. customthe residue partitioned between 1N aqueous hydrochloric acid and CH2Cl2
  3. washthe organic layer was washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-8defa71874ef44d8a27fe602fe24e311
Source dataset
uspto-grants-2008_03
Patent number
US07345082B2

Reaction notes

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