Trifluoroacetic acid → HCID 131711089, compound

HRID 2083836Notes

Reaction equation

HRID 2083836 reaction equation
C(OC([NH:8][C@H:9]([C:19]([OH:21])=[O:20])[CH2:10][O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O)(C)(C)C.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25]>>[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].[CH2:12]([O:11][CH2:10][C@@H:9]([C:19]([OH:21])=[O:20])[NH2:8])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90234L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

Product 1

HCID 131711089HCID 131711089, compound

Procedure

Nα -t-Butoxycarbonyl-O-benzyl-L-serine, 5.0 g., is treated with 20 ml. of trifluoroacetic acid at 5° C. The solution is let stand at room temperature for 15 minutes and then the excess trifluoroacetic acid removed under reduced pressure. Benzene is added followed by evaporation. This process is repeated three times to remove excess trifluoroacetic acid. Finally the product is dried under reduced pressure and used without further treatment.

Workup

  1. addition, is treated with 20 ml
  2. customat 5° C
  3. customat room temperature
  4. customfor 15 minutes
  5. customthe excess trifluoroacetic acid removed under reduced pressure
  6. additionBenzene is added
  7. customfollowed by evaporation
  8. customto remove excess trifluoroacetic acid
  9. customFinally the product is dried under reduced pressure

Sources & evidence

ORD record
ord-dbf16c0531f441ba93bc10686782bc53
Source dataset
uspto-grants-1978_04
Patent number
US04086219

Reaction notes

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