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ChemicalBook CAS DataBase List BOC-4-BIS(2-CHLOROETHYL)AMINO-L-PHENYLALANINE
79145-92-9

BOC-4-BIS(2-CHLOROETHYL)AMINO-L-PHENYLALANINE synthesis

4synthesis methods
-

Yield:79145-92-9 98%

Reaction Conditions:

in 1,4-dioxane;water at 0 - 20; for 17 h;

Steps:

2.i

First, t-Boc protected L-melphalan, 2 is synthesized by adding di-tert-butyl dicarbonate (196 mg, 0.89 mmol) to an ice-cold solution of melphalan (1-250 mg, 0.82 mmol) in a mixture of dioxane (2 mL), distilled water (1 mL), and 1N NaOH (1 mL). The mixture is stirred for 1 h at 0° C. and then for 16 h at room temperature. After the reaction is complete, the mixture is concentrated and ethyl acetate and distilled water are added. The pH of the mixture is adjusted to 2 with hydrochloric acid and the aqueous phase is then extracted with ethyl acetate (3 times with 15 ml). The combined organic phases are washed with distilled water and brine, dried over MgSO4, and the filtrate is concentrated under vacuum to yield compound 2 (330 mg, yield 98%).

References:

US2005/137141,2005,A1 Location in patent:Page/Page column 5; 6