HCID 139627354, compound → HCID 19996358, compound

HRID 2248518Notes

Reaction equation

HRID 2248518 reaction equation
[CH2:1]([O:8][C:9]1[CH:22]=[CH:21][C:12]([C:13]([NH:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[O:14])=[CH:11][C:10]=1[NH:23][C:24](=[O:41])[C:25]1[CH:30]=[CH:29][C:28]([C:31](=[NH:40])[NH:32]C(OC(C)(C)C)=O)=[CH:27][CH:26]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)=O>[C:31]([C:28]1[CH:27]=[CH:26][C:25]([C:24]([NH:23][C:10]2[CH:11]=[C:12]([CH:21]=[CH:22][C:9]=2[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:13]([NH:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[O:14])=[O:41])=[CH:30][CH:29]=1)(=[NH:32])[NH2:40]

Participants

3

Reactant 1

HCID 139627354HCID 139627354, compound

Product 1

HCID 19996358HCID 19996358, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

173 mg of N-[4-(benzyloxy)-3-[p-[N-(t-butoxycarbonyl)amidino]benzamido]benzoyl]-β-alanine in 4 ml of formic acid are stirred at 20° C. for 4 hours. The reaction mixture is evaporated in a vacuum, the residue is suspended in water and adjusted to pH 8-9 with ammonia. After stirring for a short time the mixture is suction filtered, the filter residue is washed with water and dried at 50° C. in a vacuum. There are obtained 136 mg of N-[3-(p-amidinobenzamido)-4-(benzyloxy)benzoyl]-β-alanine, m.p. >250° C., MS: 461 (41, M+H), as a hydrate (1:1).

Workup

  1. customThe reaction mixture is evaporated in a vacuum
  2. filtrationfiltered
  3. washthe filter residue is washed with water
  4. customdried at 50° C. in a vacuum

Sources & evidence

ORD record
ord-10bbc48c9ec84f6d8f68cdeb9e21699b
Source dataset
uspto-grants-1991_08
Patent number
US05039805

Reaction notes

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