HCID 19996313, compound → HCID 19996390, compound

HRID 2248499Notes

Reaction equation

HRID 2248499 reaction equation
C([O:8][C:9](=[O:38])[CH2:10][CH2:11][NH:12][C:13](=[O:37])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([NH:20][C:21](=[O:36])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][NH:28]C(OC(C)(C)C)=O)[CH:15]=1)C1C=CC=CC=1>C(O)=O.[Pd]>[NH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][C:21]([NH:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[C:13]([NH:12][CH2:11][CH2:10][C:9]([OH:38])=[O:8])=[O:37])=[O:36]

Participants

4

Reactant 1

HCID 19996313HCID 19996313, compound

Product 1

HCID 19996390HCID 19996390, compoundYield 50.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 284Formic AcidSolvent

Procedure

1.43 g of N-[m-[7-(1-t-butoxyformamido)heptanamido]benzoyl]-β-alanine benzyl ester and 476 mg of Pd/C are stirred in 28 ml of formic acid for 5 hours under hydrogen. The reaction mixture is filtered and the filtrate is evaporated in a vacuum. The residue is taken up in water and evaporated. 464 mg of N-[m-(7-aminoheptanamido)benzoyl]-β-alanine, m.p. 236° C., are obtained from methanol.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated in a vacuum
  3. customevaporated

Sources & evidence

ORD record
ord-e4131e53fd1b441ab100e0b344c7498a
Source dataset
uspto-grants-1991_08
Patent number
US05039805

Reaction notes

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