Trifluoroacetic acid → HCID 9906080, compound

HRID 1937349Notes

Reaction equation

HRID 1937349 reaction equation
C([O:5][P:6]([CH2:18][CH:19]([CH2:27][CH2:28][C:29]([O:31]C(C)(C)C)=[O:30])[C:20]([O:22]C(C)(C)C)=[O:21])([CH2:8][NH:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:11])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:12]1([C:10]([NH:9][CH2:8][P:6]([CH2:18][CH:19]([CH2:27][CH2:28][C:29]([OH:31])=[O:30])[C:20]([OH:22])=[O:21])([OH:7])=[O:5])=[O:11])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15480206HCID 15480206, compound

Product 1

HCID 9906080HCID 9906080, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of di-tert-butyl 2-({(tert-butoxy)-[(phenylcarbonylamino)methyl]phosphoryl}methyl)pentane-1,5-dioate (1.230 g, 2.4 mmol) in dichloromethane (10 ML) was added trifluoroacetic acid (5 mL) at room temperature, and the mixture was stirred at room temperature for 18 hours. The solvent was removed under reduced pressure. The residual oil was taken up with dichloromethane (10 mL) and concentrated. This process was repeated three times to remove trifluoroacetic acid completely. The resulting oil was crystallized from acetonitrile-water to give 0.620 g of white solid (75% yield).

Workup

  1. customThe solvent was removed under reduced pressure
  2. concentrationconcentrated
  3. customto remove trifluoroacetic acid completely
  4. customThe resulting oil was crystallized from acetonitrile-water

Sources & evidence

ORD record
ord-003d52e78b7f4142b97ad8066c0b69a8
Source dataset
uspto-grants-2002_05
Patent number
US06395718B1

Reaction notes

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