HU-580 synthesis
- Product Name:HU-580
- CAS Number:55658-71-4
- Molecular formula:C23H32O4
- Molecular Weight:372.5
Yield: 75%
Reaction Conditions:
with toluene-4-sulfonic acid;dicyclohexyl-carbodiimide at 20; for 0.666667 h;Reagent/catalyst;Solvent;
Steps:
1.B.a Synthesis of the precursor of Compound XIMethyl 4-hydroxy-5-((1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enyl)-3,6-dioxo-2- pentylcyclohexa-1,4-dienecarboxylate (CBDA-methyl ester)
Synthesis of the precursor of Compound XIMethyl 4-hydroxy-5-((1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enyl)-3,6-dioxo-2- pentylcyclohexa-1,4-dienecarboxylate (CBDA-methyl ester) a) To a solution of Caimabidiol acid (CBDA) (180 mg, 0.40 mmol) in methanol (5 mL), dicyclohexylcarbodiimide (DCC) (163 mg, 1.6 mmol) and catalytic p-toluenesulfonic acid (ca.5 mg) was added (Scheme 12). After stirring for 40 mm., the reaction was worked up by evaporation. The residue was dissolved in toluene (ca 10 mL), and cooled (-18 °C) to precipitate the urea. After 1 h, the solution was filtered on a sintered glass filter, and the residue was purified by flash chromatography of RP C-18 silica gel to afford 140 mg of methyl 4-hydroxy- 5-(( 1R,6R)-3 -methyl-6-(prop- 1 -en-2-yl)cyclohex-2-enyl)-3 ,6-dioxo-2-pentylcyclohexa- 1,4-dienecarboxylate [colorless foam, yield: 75 %].
References:
VIVACELL BIOTECHNOLOGY ESPAÑA S.L.;APPENDINO, Giovanni;BELLIDO CABELLO DE ALBA, María Luz;MUÑOZ BLANCO, Eduardo WO2015/158381, 2015, A1 Location in patent:Page/Page column 29
58016-28-7
123 suppliers
$5.00/100mg
861892-40-2
26 suppliers
inquiry
55658-71-4
9 suppliers
inquiry
22972-51-6
221 suppliers
$18.00/1g
58016-28-7
123 suppliers
$5.00/100mg
55658-71-4
9 suppliers
inquiry
13956-29-1
0 suppliers
$19.00/1mg
55658-71-4
9 suppliers
inquiry