BOC-ALA-ALA-PRO-OH synthesis

4synthesis methods

Product Name:BOC-ALA-ALA-PRO-OH
CAS Number:63769-98-2
Molecular formula:C16H27N3O6
Molecular Weight:357.4

L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl-L-alanyl-, phenylmethyl ester (9CI)

63769-97-1
0 suppliers
inquiry

63769-98-2
23 suppliers
inquiry

Yield:-

Reaction Conditions:

with hydrogen;palladium on charcoal in ethanol;tert-butyl alcohol;

Steps:

62 Boc-L-alanyl-L-alanyl-L-proline

EXAMPLE 62 Boc-L-alanyl-L-alanyl-L-proline A Parr flask was flushed with argon and charged with 10% palladium on charcoal (0.74 g), followed by the addition of Boc-L-alanyl-L-alanyl-L-proline benzyl ester (1.8 g, 4.0 mmol) dissolved in tert-butanol (300 ml). The reaction mixture shaken under 30 psi of hydrogen at 35° C. for 5 hr. After cooling to room temperature, ethanol (50 ml) was added and the solution was filtered through celite and the filtrate concentrated on a rotary evaporator. The residue was azeotroped with chloroform-hexane to remove the last traces of tert-butanol and then dried under high vacuum to give Boc-L-alanyl-L-alanyl-L-proline (1.40 g, 3.9 mmol) in 98% yield.

References:

US5496927,1996,A