Hydrochloric Acid → HCID 69315009, compound

HRID 1393379Notes

Reaction equation

HRID 1393379 reaction equation
[OH-].[Li+].C([O:5][C:6](=[O:33])[C@H:7]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]2[CH:32]=[CH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=2)[CH:17]=1)[NH:8]C(=O)C(F)(F)F)C.Cl>O1CCCC1>[CH:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:31]=[CH:32][C:23]=1[O:22][C:18]1[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=1)[CH2:15][C@@H:7]([C:6]([OH:33])=[O:5])[NH2:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86598323HCID 86598323, compound

Product 1

HCID 69315009HCID 69315009, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.5 N Lithium hydroxide (1.6 ml, 0.8 mmol) was added to a solution of N-trifluoroacetyl-3-(2-naphthyloxy)-L-phenylalanine ethyl ester (94 mg, 0.219 mmol) in tetrahydrofuran (2 ml) at 5° C. and the mixture was reacted at 5° C. for 69 hrs. The reaction mixture was adjusted to pH 3-4 with 1N hydrochloric acid and the precipitates were collected by filtration. The resultant solid was washed with water and ethanol in turn and then dried to give 3-(2-naphthyloxy)-L-phenylalanine (57 mg, 78%) as a colorless solid.

Workup

  1. customthe mixture was reacted at 5° C. for 69 hrs
  2. filtrationthe precipitates were collected by filtration
  3. washThe resultant solid was washed with water and ethanol in turn
  4. customdried

Sources & evidence

ORD record
ord-f4fa8bf49b5c40c8ba2f3141a3c4e809
Source dataset
uspto-grants-2008_03
Patent number
US07345068B2

Reaction notes

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