ChemicalBook CAS DataBase List N-Methyl-L-phenylalanine tert-butyl ester

N-Methyl-L-phenylalanine tert-butyl ester synthesis

8synthesis methods

Product Name:N-Methyl-L-phenylalanine tert-butyl ester
CAS Number:114525-94-9
Molecular formula:C14H21NO2
Molecular Weight:235.32

2566-30-5
124 suppliers
$10.00/250mg

115-11-7
228 suppliers
$45.00/25g

N-Methyl-L-phenylalanine tert-butyl ester

114525-94-9
9 suppliers
inquiry

Yield:114525-94-9 710 mg

Reaction Conditions:

with sulfuric acid in 1,4-dioxane;dichloromethane at 0 - 20; for 18 h;Sealed tube;

Steps:

1 Step 1: Preparation of tert-butyl (2S)-2-(methylamino)-3-phenyl-propanoate (Compound AZ-1)

AZ-1 2-Methylpropene (25 g, 446 mmol) was bubbled into DCM (50 mL) at -78 °C. Then the 2- methylpropene solution was added to a solution of (S)-2-(methylamino)-3-phenylpropanoic acid (500 mg) and H₂SO₄ (3.68 g, 2 mL) in dioxane (20 mL) at 0 °C. The reaction mixture was stirred at room temperature for 18 hrs in a sealed tube. The reaction mixture was poured into an ice cold aqueous KOH solution (8.4 g in water (30 mL)) and the resulting mixture was extracted with DCM (50 mL) twice. The organic layer was washed with brine (30 mL) 2 times, dried over Na₂S0₄ and concentrated in vacuo to afford ie/ -butyl (2S)-2-(methylamino)-3-phenyl- propanoate (710 mg, Compound AZ-1) as a light yellow oil.

References:

WO2018/41763,2018,A1 Location in patent:Page/Page column 39