(-)-GALLOCATECHIN synthesis
- Product Name:(-)-GALLOCATECHIN
- CAS Number:3371-27-5
- Molecular formula:C15H14O7
- Molecular Weight:306.27
![2H-1-Benzopyran-3-ol, 3,4-dihydro-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-, (2S,3R)-](/CAS/20210305/GIF/332386-70-6.gif)
332386-70-6
0 suppliers
inquiry
3371-27-5
203 suppliers
$32.00/1mg
Yield:-
Reaction Conditions:
with hydrogen;palladium dihydroxide in tetrahydrofuran;methanol;water at 20; for 5 h;
Steps:
1
Synthesis of (-)-gallocatechin (V-1c) 19.0 mg (0.025 mmol) of the benzyl protected form of (-)-gallocatechin (V-1b) was dissolved into 2.0 mL of tetrahydrofuran, 2.0 mL of methanol, and 0.5 mL of water. Then 4.6 mg of palladium hydroxide was added thereto, and stirred at room temperature under hydrogen atmosphere. After 5 hours, under argon gas atmosphere, the mixture was filtrated through a celite pad, and then the filtrate was treated by gel filtration column chromatography Sephadex (trademark) LH-20 (elude: methanol). After adding water to the obtained solution of a target substance, the solution was concentrated under reduced pressure to remove contained methanol. The residue was freeze-dried, and then 10.5 mg of hydrated (-)-gallocatechin (V-1c) was obtained as a freeze-dried material. 1H NMR (400MHz, CD3OD) δ 2.49 (dd, 1H, J = 16.0, 8.0 Hz), 2.80 (dd, 1H, J = 16.0, 5.2 Hz), 3.95 (ddd, 1H, J = 8.0, 7.2, 5.2 Hz), 4.51 (d, 1H, J = 7.2 Hz), 5.85 (d, 1H, J = 2.0 Hz), 5.91 (d, 1H, J = 2.8 Hz), 6.39 (s, 2H); [α]D25 -12 (c 0.10, acetone/ H2O, 1/1 v/v); HRMS (FAB, m-nitrobenzyl alcohol) Calculated C15H15O7 ([M+H]+): m/z: 307.0818 Found: m/z: 307.0839.
References:
EP1997815,2008,A1 Location in patent:Page/Page column 13
![1,2,3-Propanetriol, 1-[3,4,5-tris(phenylmethoxy)phenyl]-, (1R,2R)-](/CAS/20210305/GIF/915954-66-4.gif)
915954-66-4
0 suppliers
inquiry
3371-27-5
203 suppliers
$32.00/1mg
![Benzenesulfonic acid, 2,4,6-tris(1-methylethyl)-, (2R,3R)-2,3-dihydroxy-3-[3,4,5-tris(phenylmethoxy)phenyl]propyl ester](/CAS/20210305/GIF/915954-67-5.gif)
915954-67-5
0 suppliers
inquiry
3371-27-5
203 suppliers
$32.00/1mg
![Oxirane, 2-[(S)-[2-iodo-3,5-bis(phenylmethoxy)phenoxy][3,4,5-tris(phenylmethoxy)phenyl]methyl]-, (2R)-](/CAS/20210305/GIF/915954-68-6.gif)
915954-68-6
0 suppliers
inquiry
3371-27-5
203 suppliers
$32.00/1mg
![Benzene, 5-[(1S,2S)-3-bromo-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[2-iodo-3,5-bis(phenylmethoxy)phenoxy]propyl]-1,2,3-tris(phenylmethoxy)-](/CAS/20210305/GIF/915954-70-0.gif)
915954-70-0
0 suppliers
inquiry
3371-27-5
203 suppliers
$32.00/1mg