HCID 140386023, compound → HCID 70180780, compound

HRID 726432Notes

Reaction equation

HRID 726432 reaction equation
[CH2:1]([O:3][C:4](=[O:41])[C@@H:5]([NH:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])[CH2:6][NH:7][C:8](=[O:30])[CH2:9][CH2:10][NH:11][C:12](=[O:29])[C:13]1[CH:18]=[CH:17][C:16]([C:19](=[NH:28])[NH:20]C(OC(C)(C)C)=O)=[CH:15][CH:14]=1)[CH3:2]>C(O)(C(F)(F)F)=O>[CH2:1]([O:3][C:4](=[O:41])[C@@H:5]([NH:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:33])=[O:34])[CH2:6][NH:7][C:8](=[O:30])[CH2:9][CH2:10][NH:11][C:12](=[O:29])[C:13]1[CH:14]=[CH:15][C:16]([C:19](=[NH:20])[NH2:28])=[CH:17][CH:18]=1)[CH3:2]

Participants

3

Reactant 1

HCID 140386023HCID 140386023, compound

Product 1

HCID 70180780HCID 70180780, compoundYield 36.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(2S)-2-Benzenesulfonylamino-3-(3-(4-(N-t-butoxycarbonylamidino)benzoylamino)propanoylamino)propanoic acid ethyl ester (1.48 g) obtained in the same manner as in the synthesis of the compound of Example 1-(8) is dissolved in TFA (50 ml) under ice-cooling, and the mixture is stirred at room temperature for one hour. The reaction mixture is concentrated under reduced pressure, and the residue is washed with ether, and purified by HPLC to give the title compound (448 mg) as a colorless powder.

Workup

  1. temperaturecooling
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. washthe residue is washed with ether
  4. custompurified by HPLC

Sources & evidence

ORD record
ord-32971adcd484432190812e64bee9075b
Source dataset
uspto-grants-1998_01
Patent number
US05707994

Reaction notes

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