FMOC-2-(2-AMINOETHOXY)ETHANOL synthesis
- Product Name:FMOC-2-(2-AMINOETHOXY)ETHANOL
- CAS Number:299430-87-8
- Molecular formula:C19H21NO4
- Molecular Weight:327.37
28920-43-6
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929-06-6
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299430-87-8
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Yield:-
Reaction Conditions:
with sodium hydrogencarbonate in tetrahydrofuran; pH=2Acidic conditions;
Steps:
2 Compound 14
N-FMOC [2-(2-hydroxyethoxy)ethyl]carbamate 12, was preparred conveniently from 2-(2-hydroxyethoxy)ethylamine (1.5 mol eq) and FMOC-C1 (1.0 mol eq) in saturated sodium bicarbonate (5 mL/mmol) and THF (2 mL/mmol), acidification until pH 2, extraction of the product by dichloromethane, evaporation and crystallization of the pure material from small amount of toluene. To a solution of 12 (1.61 g, 4.9 mmol) in dry pyridine (10 mL), bis-triazolide 13 (37 mL, 7.4 mmol) was added in a single portion, and the reaction mixture was stirred for 1 hour at RT. The reaction was quenched with 1M triethylammonium bicarbonate (5 mL) and the mixture was partitioned between dichloromethane and 1 M triethylammonium bicarbonate. The organic phase was evaporated; residue co -evaporated with toluene and the product 14 was isolated by flash-chromatography on silica gel 60A with methanol / dichloromethane gradient. Yield 2.15 g (85 %).
References:
QUIAPEG PHARMACEUTICALS AB;KWIATKOWSKI, Marek;SUND, Christian WO2019/171358, 2019, A1 Location in patent:Page/Page column 91-92
82911-69-1
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929-06-6
300 suppliers
$10.00/1g
299430-87-8
65 suppliers
$51.00/1g