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ChemicalBook CAS DataBase List (R,S)-Boc-3-amino-3-(4-bromophenyl)-propionic acid
282524-86-1

(R,S)-Boc-3-amino-3-(4-bromophenyl)-propionic acid synthesis

1synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
835 suppliers
$13.50/25G

39773-47-2 Synthesis
(RS)-beta-Amino-beta-(4-bromophenyl)propionic acid

39773-47-2
115 suppliers
$9.00/250mg

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Yield:282524-86-1 99.99%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran;water at 20; for 12 h;

Steps:

16.1 Step 1: 3- (4-bromophenyl) -3- ( (tert-butoxycarbonyl) amino) propionic acid
To a solution of 3-amino-3- (4-bromophenyl) propionic acid (200 mg, 0.82 mmol) in THF (5 mL) were added NaOH (32 mg, 0.8 mmol) in H 2O (1 mL) and Boc 2O (0.30 mL, 1.30 mmol) , the reaction mixture was stirred at rt for 12 hours and concentrated in vacuo. The residue was diluted with EA (20 mL) and H 2O (10 mL) , and then dilute hydrochloric acid (1 M) was added with stirring to adjust pH 6-7. The organic layers were collected. The water layer was extracted with ethyl acetate (20 mL) . The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a white solid (282 mg, 99.99%) . MS (ESI, pos. ion) m/z: 365.9 [M+Na] +.

References:

SUNSHINE LAKE PHARMA CO., LTD.;LIU, Xinchang;REN, Qingyun;YAN, Guanghua;GOLDMANN, Siegfried;ZHANG, Yingjun WO2019/76310, 2019, A1 Location in patent:Paragraph 00267

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