ChemicalBook CAS DataBase List Fmoc-8-amino-3,6-dioxaoctanoic acid

Fmoc-8-amino-3,6-dioxaoctanoic acid synthesis

11synthesis methods

Product Name:Fmoc-8-amino-3,6-dioxaoctanoic acid
CAS Number:166108-71-0
Molecular formula:C21H23NO6
Molecular Weight:385.41

28920-43-6
520 suppliers
$5.00/5g

134978-97-5 Synthesis

134978-97-5
214 suppliers
$17.00/250mg

166108-71-0
379 suppliers
$8.00/100mg

Yield:166108-71-0 203 g

Reaction Conditions:

with hydrogenchloride in ethanol;water; pH=9;

Steps:

3

In a 3000L three-necked flask equipped with mechanical stirring, condenser and constant pressure dropping funnel,330 g of crude product was dissolved in 1000 ml of ethanol, and 400 g of 30% NaOH solution was added dropwise.After the addition is completed, the mixture is heated to reflux, and the TLC is monitored. The etherification intermediate disappears completely and the temperature is lowered.The pH was adjusted to 9 with hydrochloric acid, and 259 g of Fmoc-Cl was added dropwise to dissolve in 1000 ml of ethanol solution.If the pH has dropped, add sodium bicarbonate and keep it at around 8.TLC was monitored until the free amino intermediate disappeared. Adjust the pH to 1-2 with hydrochloric acid,Distill the ethanol, add 1000 ml of water, and extract three times with ethyl acetate 500*3.Wash twice with saturated brine and concentrate ethyl acetate to give 288 g of crude material.Recrystallization from 1000 ml of ethyl acetate gave 203 g of product[2-[1-(Fmoc-Amino)ethoxy]ethoxy]acetic acid, yield 52.68%.

References:

CN110078644,2019,A Location in patent:Paragraph 0077; 0080; 0082

82911-69-1 Synthesis