Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List Z-1-NAL-OH
65365-15-3

Z-1-NAL-OH synthesis

2synthesis methods
-

Yield:65365-15-3 89%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran at 0 - 20; for 2 h;

Steps:

(S)-2-(((benzyloxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid

(S)-2-(((benzyloxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid
Benzyl carbonochloridate (1.081 mL, 7.67 mmol) and NaOH (8.36 mL, 8.36 mmol) were dropped at the same time to a stirred solution of (S)-2-amino-3-(naphthalen-1-yl)propanoic acid (1.5 g, 6.97 mmol) in THF (7 mL) and 7 ml of 1N NaOH at 0° C.
The mixtures were allowed to stir at RT for 2 hours at which time LC-MS showed desired product peak Acidified with 1N HCl and extracted with EtOAc.
Removed EtOAc and the obtained crude materials were purified by RediSep Column: Silica 80 g
Flow Rate: 60 ml/min.
Solvent: A dichloromethane; Solvent: B 20% MeOH/80% DCM.
Gradient 0%-50% SolB in 20 mins.
Fractions containing the desired product were combined and dried via centrifugal evaporation to provide the title compound (2.21 g, 89%).
Analysis LCMS Condition A: Retention time=0.98 min; ESI-MS(+) m/z 350.08 (M+H).

References:

US2016/222060,2016,A1 Location in patent:Paragraph 0480; 0481; 0482; 0483; 0484; 0485; 0486

Z-1-NAL-OH Related Search: