Methanol → HCID 14151453, compound

HRID 868641Notes

Reaction equation

HRID 868641 reaction equation
CO.[CH3:3][O:4][C:5](=[O:38])[C@H:6]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[NH:7][C:8](=[O:30])[C@H:9]([CH2:26][C:27](=[O:29])[OH:28])[NH:10][C:11](=[O:25])[C@@H:12]([CH3:24])[NH:13]C(OCC1C=CC=CC=1)=O.[H][H]>[C].[Pd].O>[CH3:3][O:4][C:5](=[O:38])[C@H:6]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[NH:7][C:8](=[O:30])[C@H:9]([CH2:26][C:27](=[O:28])[OH:29])[NH:10][C:11](=[O:25])[C@@H:12]([CH3:24])[NH2:13]

Participants

6

Reactant 3

HCID 887MethanolHCID 14151451HCID 14151451, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14151453HCID 14151453, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 962WaterSolvent

Procedure

In a solvent mixture of 75 ml of methanol and 75 ml of water was dissolved 2.1 g of N-benzyloxycarbonyl-D-alanyl-α-L-aspartyl-L-phenylalanine methyl ester, followed by reduction at room temperature for 4 hours in a hydrogen flow using palladium-carbon as a catalyst. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was recrystallized from water-acetone. Yield, 1.3 g; m.p., 228°-230° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was recrystallized from water-acetone
  4. customYield
  5. customm.p., 228°-230° C.

Sources & evidence

ORD record
ord-97d1014767ae47329ce192a8910d8550
Source dataset
uspto-grants-1988_10
Patent number
US04780528

Reaction notes

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