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ChemicalBook CAS DataBase List FMOC-Ala-OH
35661-39-3

FMOC-Ala-OH synthesis

4synthesis methods
FMOC-Ala-OH is an amino acid derivative anc can be synthesized from L-alanine by Fmoc protection.
-

Yield:35661-39-3 99%

Reaction Conditions:

with sodium carbonate in 1,4-dioxane;water at 20; for 18 h;

Steps:

141.1 Step 1: (S) -2- ( ( ( (9H-Fluoren-9-yl) methoxy) carbonyl) amino) propanoic acid
Step 1: (S) -2- ( ( ( (9H-Fluoren-9-yl) methoxy) carbonyl) amino) propanoic acid[2089]To a solution of L-alanine (5 g, 56.18 mmol) in a mixed solvent of H2O/dioxane (v/v 1/1, 400 mL) were added sodium carbonate (29.8 g, 280.9 mmol) and N- (9-fluorenylmethoxycarbonyloxy) succinimide (28.4 g, 84.27 mmol) . The mixture was stirred at rt for 18 hours. The mixture was filtered, and the filtrate was extracted with ethyl ether (100 mL × 3) . The aqueous layer was acidified with concentrated hydrochloric acid and extracted with ethyl acetate (150 mL × 3) . The combined organic layers were dried over anhydrous sodium sulfate and concentrated to give a white solid (17.3 g, 99) .[2090]MS-ESI (pos. ion) m/z: 334.2 [M+Na]+.

References:

SUNSHINE LAKE PHARMA CO., LTD.;LIU, Bing;YU, Tianzhu;ZHANG, Yingjun;ZHANG, Xiangyu;ZHANG, Shiguo;CHENG, Changchung;ZHANG, Jiancun WO2015/161830, 2015, A1 Location in patent:Paragraph 00730

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