Trifluoroacetic acid → HCID 67332013, compound

HRID 1672256Notes

Reaction equation

HRID 1672256 reaction equation
C([O:5][C:6](=[O:42])[CH:7]([NH:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29]([NH:32][C:33](=[O:41])[CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[CH:28][CH:27]=2)=[CH:22][CH:21]=1)=[O:19])[CH2:8][CH2:9][C:10]([O:12]C(C)(C)C)=[O:11])(C)(C)C.C(O)(C(F)(F)F)=O>ClC(Cl)C>[C:35]1([CH2:34][C:33]([NH:32][C:29]2[CH:30]=[CH:31][C:26]([C:23]3[CH:24]=[CH:25][C:20]([C:18]([NH:17][C@H:7]([C:6]([OH:42])=[O:5])[CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:19])=[CH:21][CH:22]=3)=[CH:27][CH:28]=2)=[O:41])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67333180HCID 67333180, compound

Product 1

HCID 67332013HCID 67332013, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

2-[(4′-Phenylacetylamino-biphenyl-4-carbonyl)-amino]-pentanedioic acid di-tert-butyl ester (45 mg) was dissolved in dichloroethane (3 mL) and added to TFA (1 mL). The mixture was stirred at room temperature for 3 hrs. Reaction was complete as determined by TLC. Solvent was removed and the resulting solid was dried under vacuum overnight. N-({4′ [(phenylacetyl)amino]-1,1′-biphenyl-4-yl}carbonyl)-L-glutamic acid was obtained in 84.2% yield (30.3 mg). MS (ESI) m/z 461.

Workup

  1. customReaction
  2. customSolvent was removed
  3. customthe resulting solid was dried under vacuum overnight

Sources & evidence

ORD record
ord-670bf6df4bc64adb83cf28ef4c60fff1
Source dataset
uspto-grants-2011_08
Patent number
US07998965B2

Reaction notes

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