(S)-2-(TERT-BUTOXYCARBONYLAMINO)-2-PHENYLPROPANOIC ACID synthesis
- Product Name:(S)-2-(TERT-BUTOXYCARBONYLAMINO)-2-PHENYLPROPANOIC ACID
- CAS Number:802541-88-4
- Molecular formula:C14H19NO4
- Molecular Weight:265.3
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Yield:802541-88-4 78%
Reaction Conditions:
with trimethylammonium hydroxide in water;acetonitrile at 20; for 48 h;
Steps:
70.1 Example 70; (LS)-1-METHYL-2-MORPHOLIN-4-YL-1-PHENYLETHYLAMINE DIHYDROCHLORIDE; Step 1. N- (TERT-BUTOXYCARBONYL)-2-PHENYT-D-ALANINE
To a suspension of 500 mg OF 2-PHENYL-D-ALANINE (3. 02 mmol) and trimethylammonium hydroxide (aqueous solution 10%, 2.8 mL, 3.02 mmol) in 15 ML of acetonitrile, diterbutylcarbonate (1.047 G, 4. 8 mmol) was added and the mixture was stirred at room temperature for 2 days. The solvent was then removed under vacuo, the residue was dissolved in water and washed with diethylether. The aqueous layer was acidified to pH = 3-4 with citric acid and the product was extracted with ethyl acetate (3 x 20 mL). The combined organic phase was washed with water, dried over NA2S04 and evaporated. The title product was recovered as white solid (630 mg, yield 78 %).
References:
WO2004/104007,2004,A1 Location in patent:Page 204
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