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ChemicalBook CAS DataBase List L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
1421-65-4

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with thionyl chloride in methanol;toluene

Steps:

131 3-(3,4-Dihydroxyphenyl)-L-alanine methyl ester hydrochloride
3-(3,4-Dihydroxyphenyl)-L-alanine methyl ester hydrochloride A solution of 1.97 g (10 mmol) of L-DOPA 15 in 100 ml of MeOH at 0° C. was added 6.57 ml (90 mmol) of thionyl chloride via addition funnel. The mixture was stirred overnight while the temperature was slowly warmed to room temperature. The solvent was evaporated and the thick oil was treated with toluene (3*15 ml) and evaporated. The yield of white solid was 3.26 g (100%); NMR (DMSQ-d6) δ 2.90 (m, 2H), 3.38 (bs, 2H), 3.61 (s, 3H), 4.08 (m, 1H), 6.40 (d, 1H, J=7 Hz), 6.59 (s, 1H), 6.65(d, 2H, J=7 Hz), 8.59 (bs, 1H), 8.90 (d, 1H, J=10 Hz). MS: 212 m/z (M+H)+.

References:

Cephalon, Inc. US5952328, 1999, A

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