ChemicalBook CAS DataBase List 4-FLUOROPHENYLGLYCINE-N-BOC PROTECTED

4-FLUOROPHENYLGLYCINE-N-BOC PROTECTED synthesis

4synthesis methods

Product Name:4-FLUOROPHENYLGLYCINE-N-BOC PROTECTED
CAS Number:142121-93-5
Molecular formula:C13H16FNO4
Molecular Weight:269.27

24424-99-5 Synthesis

24424-99-5
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142121-93-5
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Yield:142121-93-5 99%

Reaction Conditions:

with sodium hydroxide in water;isopropyl alcohol at 20; for 1 h;Cooling with ice;

Steps:

13.1 Step 1. [(tert-Butoxycarbonyl)amino](4-fluorophenyl)acetic acid

Step 1. [(tert-Butoxycarbonyl)amino](4-fluorophenyl)acetic acid To amino(4-fluorophenyl)acetic acid (from Acros, 3.0 g, 18 mmol) in 1.0 M sodium hydroxide in water (25.0 mL, 25.0 mmol), cooled in wet ice bath was added a solution of di-tert- butyldi carbonate (4.6 g, 21 mmol) in isopropyl alcohol (15.0 mL). The ice bath was removed and the resulting suspension was stirred at rt for 1 h. The volatile solvent was removed under reduced pressure and remaining solution was adjusted to pH = 3 with 4M HC1, and then extracted with Ethyl acetate. The organic fraction was washed with brine, dried over sodium sulfate, filtered and concentrated to give 4.75 g (99%) of the desired product, which was used in the next step without further purification.

References:

WO2017/27717,2017,A1 Location in patent:Page/Page column 99