Ammonia → HCID 178454151, compound

HRID 1590121Notes

Reaction equation

HRID 1590121 reaction equation
C[O:2][C:3](=O)[C@H:4]([CH2:35][C:36]1[N:40]=[CH:39][NH:38][CH:37]=1)[NH:5][C:6](=[O:34])[C@H:7]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[NH:8][C:9](=[O:26])[C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].[NH3:42]>CO>[C:15]([O:14][C:12]([NH:11][C@H:10]([C:9]([NH:8][C@H:7]([C:6]([NH:5][C@H:4]([C:3]([NH2:42])=[O:2])[CH2:35][C:36]1[N:40]=[CH:39][NH:38][CH:37]=1)=[O:34])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26])[CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:13])([CH3:17])([CH3:16])[CH3:18]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178501419N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester

Product 1

HCID 178454151HCID 178454151, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester (2 g) is dissolved in a methanol solution saturated with ammonia, and the solution is stirred in a pressure bottle at room temperature for three days. The reaction mixture is concentrated under reduced pressure and the residue is crystallized with ether to give N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine amide (1.7 g) as white crystals. Yield: 87.2%

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customthe residue is crystallized with ether

Sources & evidence

ORD record
ord-65ef73c1d9354fe9abf96b747296d5f8
Source dataset
uspto-grants-1993_04
Patent number
US05202312

Reaction notes

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