Methyl 3-bromo-L-phenylalaninate synthesis
- Product Name:Methyl 3-bromo-L-phenylalaninate
- CAS Number:875782-96-0
- Molecular formula:C10H12BrNO2
- Molecular Weight:258.11
546115-43-9
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Yield:875782-96-0 100%
Reaction Conditions:
with hydrogenchloride in 1,4-dioxane;methanol;dichloromethane at 0 - 20; for 4.5 h;
Steps:
1.1
To an ice-cold solution of Boc-L-3-bromophenylalanine (9.44 g, 27.4 mmol) intoluene (60 ml) and MeOH (12 ml) was added 2M (trimethylsilyl) diazomethane inhexanes (20 ml). The solution was stirred at RT for 1 h and AcOH (2 ml) was added.The mixture was concentrated and the residue was dissolved in 20% MeOH/CH2CI2(40 ml). The solution was cooled in an ice-water bath and 4N HCI/dioxane (36 ml)was added via dropping funnel over 30 min. After the addition was complete, themixture was warmed to RT and stirred for 4 h. The mixture was concentrated to givethe product (8.95 g, 100%). MS m/e 258 (M+H)+
References:
WO2006/14762,2006,A1 Location in patent:Page/Page column 36
