Trifluoroacetic acid → HCID 178512484, compound

HRID 490940Notes

Reaction equation

HRID 490940 reaction equation
C(OC([N:8]([C:19]1[CH:20]=[C:21]([CH:25]([CH2:29][P:30]([CH2:33][CH2:34][CH2:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([OH:32])=[O:31])[C:26]([OH:28])=[O:27])[CH:22]=[CH:23][CH:24]=1)[C:9]([NH2:18])=[N:10]C(OC(C)(C)C)=O)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]([C:19]1[CH:20]=[C:21]([CH:25]([CH2:29][P:30]([CH2:33][CH2:34][CH2:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)([OH:32])=[O:31])[C:26]([OH:28])=[O:27])[CH:22]=[CH:23][CH:24]=1)[C:9]([NH2:18])=[NH:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67373895HCID 67373895, compound

Product 1

HCID 178512484HCID 178512484, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3-(N,N′-di(t-Butoxycarbonyl)guanidino)phenyl)-3-((4-phenylbutyl)-(hydroxy)phosphinoyl)propanoic acid was dissolved in 9 mL 2:1 methylene chloride:TFA. After 1.5 hours, the reaction mixture was concentrated and purified by prep HPLC to afford 2-(3-guanidinophenyl)-3-((4-phenylbutyl)(hydroxy)-phosphinoyl)propanoic acid, NMR (DMSO-d6) 1.25-1.60 (m, 6), 2.00 (m, 1), 2.40-2.50 (m, 2), 3.85 (m, 1), 7.0-7.45 (m, 9) ppm, (2.9 mg),

Workup

  1. concentrationthe reaction mixture was concentrated
  2. custompurified by prep HPLC

Sources & evidence

ORD record
ord-3e1f1f976e9242168e908dee2e03f603
Source dataset
uspto-grants-2009_05
Patent number
US07528173B2

Reaction notes

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