Trifluoroacetic acid methylene chloride → HCID 54534915, compound

HRID 2230289Notes

Reaction equation

HRID 2230289 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:19](=[O:25])[NH:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>C(Cl)Cl>[NH2:7][C@@H:8]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=1)[C:19]([NH:20][C:21]([CH3:24])([CH3:22])[CH3:23])=[O:25]

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 53835888HCID 53835888, compound

Product 1

HCID 54534915HCID 54534915, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the product from Example AJ ((S)-[2-(4-nitrophenyl)-1-tert-butylcarbamoyl-ethyl]-carbamic acid tert-butyl ester) (2, 2.0 g, 5.25 mmol) was stirred in a solution of TFA/CH2Cl2 (15 mL/15 mL) for 30 minutes and concentrated to dryness. This crude reaction product was redissolved in CH2Cl2 (50 mL) then washed with NaHCO3 (aq) and brine. The EtOAc solution was further dried over NaHCO3 and concentrated to dryness to yield the title compound (1.34 g).

Workup

  1. concentrationconcentrated to dryness
  2. customThis crude reaction product
  3. washthen washed with NaHCO3 (aq) and brine
  4. dry with materialThe EtOAc solution was further dried over NaHCO3
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-7e621140d54840f49b03dad419a647a6
Source dataset
uspto-grants-2002_07
Patent number
US06423689B1

Reaction notes

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