HCID 22840271, compound → HCID 14151468, compound

HRID 868645Notes

Reaction equation

HRID 868645 reaction equation
[CH3:1][O:2][C:3](=[O:38])[C@H:4]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[NH:5][C:6](=[O:30])[C@H:7]([CH2:26][C:27](=[O:29])[OH:28])[NH:8][C:9](=[O:25])[C@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1C(OCC1C=CC=CC=1)=O.[H][H]>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:38])[C@H:4]([CH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[NH:5][C:6](=[O:30])[C@H:7]([CH2:26][C:27](=[O:28])[OH:29])[NH:8][C:9](=[O:25])[C@H:10]1[CH2:14][CH2:13][CH2:12][NH:11]1

Participants

5

Reactant 2

HCID 22840271HCID 22840271, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14151468HCID 14151468, compoundYield 87.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

N-Benzyloxycarbonyl-D-prolyl-α-L-aspartyl-L-phenylalanine methyl ester (2.6 g) was dissolved in 100 ml of 80% aqueous acetic acid, and the solution was subjected to catalytic reduction in a hydrogen gas stream at room temerature for four hours using palladium/carbon as catalyst. After filtering off the catalyst, the filtrate was concentrated to dryness under reduced pressure, affording 1.7 g of white powder. M.p.: 238°-241.5° C.

Workup

  1. filtrationAfter filtering off the catalyst
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-671ab82bb07647ca8565543b093ff568
Source dataset
uspto-grants-1988_10
Patent number
US04780528

Reaction notes

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