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ChemicalBook CAS DataBase List Z-TRP-NHME

Z-TRP-NHME synthesis

2synthesis methods
-

Yield:53708-61-5 100%

Reaction Conditions:

in tetrahydrofuran at 20; for 24 h;Inert atmosphere;

Steps:

7.1

Step 1 (S)-benzyl 3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl carbamate (S)-2,5-dioxopyrrolidin-1-yl 2-(benzyloxycarbonylamino)-3-(1H-indol-3-yl)propanoate (1.5 g, 3.4 mmol) was dissolved in tetrahydrofuran (10 ml) in argon. Methylamine (2M in THF, 3.4 ml, 6.88 mmol) was added to this clear solution. A white precipitate separated out immediately after the addition. The reaction mixture was stirred for 24 h at room temperature. For work up the batch was adjusted to pH I with 2N HCl. The aqueous mixture was extracted with ethyl acetate (3*40 ml). The combined organic phases were washed with saturated sodium hydrogencarbonate solution (1*40 ml) and after drying with Na2SO4 were concentrated to low volume. The raw product was further processed in the next reaction without any further purification. Yield: 1.19 g (100%)

References:

US2009/247591,2009,A1 Location in patent:Page/Page column 21

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