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ChemicalBook CAS DataBase List FMoc-α-Me-Lys(Boc)-OH

FMoc-α-Me-Lys(Boc)-OH synthesis

5synthesis methods
FMoc-α-Me-Lys(Boc)-OH is a polypeptide organic compounds and it can be used as biochemical reagents. It is synthesised by Di-tert-butyl dicarbonate and L-Lysine, N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-, hydrochloride (1:1) ,                with sodium hydrogencarbonate in 1,4-dioxane.
H-α-Me-Lys(Boc)-OH

1202003-44-8
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82911-69-1 Synthesis
N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1
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$7.00/25g

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Yield:1202003-49-3 58.6 g

Reaction Conditions:

with anhydrous sodium carbonate in water monomer;ethyl acetate at 35; for 1 h;Reagent/catalyst;Temperature;

Steps:

1.4; 2.4; 3.4 (4) Synthesis of compound 1

The aqueous solution containing 39.3 g of compound 6 obtained in step (3) was added to the reaction flask, 450 g of ethyl acetate and 45 g of sodium carbonate were added, the temperature was adjusted to 35°C, and 45 g of N-(9-fluorenylmethoxycarbonyloxy)succinimide (Fmoc-OSu) was added, the temperature was controlled at 35 °C, stirred for 1 h, and the remaining 1.5% of compound 6 was detected by liquid chromatography. Remove the aqueous phase. The organic phase was extracted with 900 g of purified water, the sodium salt of compound 1 was dissolved in the aqueous phase, the aqueous phase was washed twice with 390 g of methyl tert-butyl ether, the temperature was controlled at 5°C, and the pH was adjusted to 3~ 4. Stir at 5°C for 6 hours and filter. The wet product was vacuum dried at 45°C for 24 hours. After baking, 58.6 g of product was obtained with a molar yield of 80.5%, a purity of 99% (Fig. 1), a chiral purity of 100% (Fig. 2), and a total molar yield of 52.6%.

References:

CN114276278,2022,A Location in patent:Paragraph 0011; 0043; 0052-0055; 0056; 0065-0066; 0067; ...

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