BOC-PHE-N(OCH3)CH3 synthesis

10synthesis methods

Product Name:BOC-PHE-N(OCH3)CH3
CAS Number:87694-53-9
Molecular formula:C16H24N2O4
Molecular Weight:308.37

13734-34-4

1117-97-1

87694-53-9

GENERAL PROCEDURE: Methoxymethylamine (0.360 g, 6.0 mmol) and BOC-L-phenylalanine (0.244 g, 2.0 mmol) were dissolved in anhydrous toluene (10 mL) and stirred for 10 min at 0 °C. Subsequently, a solution of phosphorus trichloride (0.137 g, 1.0 mmol) in anhydrous toluene (2 mL) was slowly added dropwise to the reaction mixture. The reaction system was gradually warmed up to room temperature and then stirred for 0.5 h at 60 °C. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature, quenched with saturated sodium bicarbonate solution (20 mL) and extracted with ethyl acetate (3 x 10 mL). The organic phases were combined and dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by column chromatography (silica gel, petroleum ether-ethyl acetate, 3:2) to afford the target compound (S)-(tert-butyl (S)-(1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate as a colorless oil in 320 mg (97%) yield.

13734-34-4
555 suppliers
$5.50/5g

6638-79-5 Synthesis

6638-79-5
593 suppliers
$6.00/25g

87694-53-9
61 suppliers
$33.00/1g

Yield:87694-53-9 100%

Reaction Conditions:

with benzotriazol-1-ol;N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;N-ethyl-N,N-diisopropylamine in acetonitrile;Acylation;

References:

Semple;Levy, Odile E.;Minami, Nathaniel K.;Owens, Timothy D.;Siev, Daniel V. [Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,# 20,p. 2305 - 2309]

13734-34-4
555 suppliers
$5.50/5g

1117-97-1
71 suppliers
inquiry

87694-53-9
61 suppliers
$33.00/1g

References

51987-73-6 Synthesis