ChemicalBook CAS DataBase List 3-Benzyloxy-azetidine-1-carboxylicacidtert-butylester

3-Benzyloxy-azetidine-1-carboxylicacidtert-butylester synthesis

4synthesis methods

Product Name:3-Benzyloxy-azetidine-1-carboxylicacidtert-butylester
CAS Number:1027995-71-6
Molecular formula:C15H21NO3
Molecular Weight:263.33

100-39-0
433 suppliers
$10.00/10g

141699-55-0 Synthesis

141699-55-0
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$6.00/1g

3-Benzyloxy-azetidine-1-carboxylicacidtert-butylester

1027995-71-6
31 suppliers
$495.11/5MG

Yield:1027995-71-6 89.9%

Reaction Conditions:

with sodium hydride in tetrahydrofuran;mineral oil at 20; for 16 h;

Steps:

50.1 Step 1:
tert-butyl 3-(benzyloxy)azetidine-1-carboxylate

A mixture of tert-butyl 3-hydroxyazetidine-1-carboxylate (3.0 g, 17.32 mmol), benzyl bromide (3.55 g, 20.78 mmol) and sodium hydride (60% in mineral oil, 1.04 g, 25.98 mmol) in tetrahydrofuran (30 mL) was stirred at room temperature for 16 h.
The reaction was quenched with water (20 ml), and ethyl acetate (50 mL*3) was added for extraction.
The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated.
The residue was purified by flash chromatography (ethyl acetate/petroleum ether=0-30%) to give tert-butyl 3-(benzyloxy)azetidine-1-carboxylate 0135A (4.1 g, 89.9%) in the form of a colorless oil. LCMS (ESI) [M-56+H]⁺=208.2; [M+Na]⁺=286.21.837 min (Method A).

References:

US2020/369676,2020,A1 Location in patent:Paragraph 1144-1145

100-44-7 Synthesis