ChemicalBook CAS DataBase List (1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate

(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate synthesis

9synthesis methods

Product Name:(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate
CAS Number:204254-96-6
Molecular formula:C14H22O4
Molecular Weight:254.32

(3R,4R,5R)-3-(1-Ethylpropoxy)-4-hydroxy-5-[(Methylsulfonyl)oxy]-1-cyclohexene-1-carboxylic Acid Ethyl Ester

204254-92-2
39 suppliers
$650.00/25mg

(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate

204254-96-6
295 suppliers
$85.00/500mg

Yield:204254-96-6 97.5%

Reaction Conditions:

with tetrabutylammonium hydrogensulfate;Sodium hydrogenocarbonate in n-heptane;water monomer at 60; for 2.5 h;Inert atmosphere;Large scale;Reagent/catalyst;Temperature;

Steps:

1-3 Example 2

At room temperature, 3.1 kg of compound 1, 7.85 kg of n-heptane, 1.49 kg of sodium bicarbonate, 0.31 kg of tetrabutylammonium hydrogen sulfate and 9.3 kg of water were mixed,Under nitrogen protection, the temperature was raised to 60 °C, and the temperature was kept stirring for 2.5 h.Cool down to 4050, let stand for 0.5h,The liquid was separated, the aqueous phase was discarded, and the organic phase was cooled to 0 °C for crystallization for 2 h.Centrifuge, dry under reduced pressure to obtain 2.19kg of pure white compound 2,HPLC purity 99.59%, yield 97.5%.

References:

CN114133364,2022,A Location in patent:Paragraph 0037-0042