N-(tert-buloxycarbonyl)-3,4-dihydroxy-L-phenylalanine synthesis
- Product Name:N-(tert-buloxycarbonyl)-3,4-dihydroxy-L-phenylalanine
- CAS Number:30033-24-0
- Molecular formula:C14H19NO6
- Molecular Weight:297.3
24424-99-5
869 suppliers
$13.50/25G
59-92-7
709 suppliers
$14.00/5g
30033-24-0
53 suppliers
$146.66/0.5g
Yield: 100%
Reaction Conditions:
with sodium hydroxide in 1,4-dioxane;water at 20;
Steps:
1.a
To a solution of 5.004 g (25.4 mmol) L-Dopa (1) in 40 ml dioxane and 25 ml H2O,28 ml (28 mmol) 1 M NaOH and 6.0893 g (27.9 mmol) BOC2O dissolved in 8 ml dioxane was added. The resulting solution was stirred at r.t. After 30 minutes the pH was adjusted to 10 by the addition of 1 M NaOH. The pH was again adjusted to 10 after 1 h and after 7.5 h. After the last pH adjustment the solution was stirred overnight. The volatiles were evaporated and resulting water phase was the adjusted to pH 2 and extracted with 3x100 ml EtOAc. The pooled organic phases were washed with 150 ml water, 150 ml brine, dried over Na2SO4, filtered and evaporated to give 7.6 g (25.4 mmol, 100 %) Λ/-Boc-protected L-Dopa (2).
References:
ONCOREL AB;PERSSON, Jenny;LARSSON, Rikard;STERNER, Olov;JOHANSSON, Martin WO2010/149943, 2010, A1 Location in patent:Page/Page column 31
24424-99-5
869 suppliers
$13.50/25G
30033-24-0
53 suppliers
$146.66/0.5g
![L-Tyrosine, O-[(1,1-dimethylethyl)dimethylsilyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-](/CAS/20210111/GIF/161392-58-1.gif)
161392-58-1
0 suppliers
inquiry
30033-24-0
53 suppliers
$146.66/0.5g
![L-Tyrosine, O-[(1,1-dimethylethyl)dimethylsilyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-](/CAS/20210305/GIF/364619-17-0.gif)
364619-17-0
0 suppliers
inquiry
30033-24-0
53 suppliers
$146.66/0.5g
34619-03-9
29 suppliers
inquiry
59-92-7
709 suppliers
$14.00/5g
30033-24-0
53 suppliers
$146.66/0.5g