phloretin 2'-O-β-L-glucopyranoside

Base Information

• Chemical Name: phloretin 2'-O-β-L-glucopyranoside
• CAS No.: 138665-98-2
• Molecular Formula: C₂₁H₂₄O₁₀
• Molecular Weight: 436.416
• Mol file: 138665-98-2.mol

Synonyms:phloretin 2'-O-β-L-glucopyranoside

Chemical Property of phloretin 2'-O-β-L-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phloretin 2'-O-β-L-glucopyranoside

There total 14 articles about phloretin 2'-O-β-L-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.2%

2',4,4',6'-tetrahydroxychalcone 2'-O-β-L-glucopyranoside (4547-85-7,72843-28-8,114612-67-8,121545-97-9,130549-92-7,138665-97-1,20565-42-8,26107-98-2,28757-26-8) → phloretin 2'-O-β-L-glucopyranoside (138665-98-2)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; for 1h; Ambient temperature;

Reference yield:

UDP-glucose (133-89-1) + 3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on (60-82-2) → phloretin-4-O-β-D-glucopyranoside + 4'-(β-D-glucopyranosyloxy)-2',4”,6'-trihydroxydihydrochalcone (4192-90-9) + phloridizin (60-81-1,6426-09-1,40816-73-7,130549-93-8,138665-98-2)

Guidance literature:

With glycosyltransferase from Carthamus tinctorius (L_.) (Honghua) recombinant; In dimethyl sulfoxide; at 30 ℃; for 12h; pH=7.4; Reagent/catalyst; Catalytic behavior; Enzymatic reaction;

DOI:10.1021/ol502380p

Reference yield:

UDP-glucose (133-89-1) + 3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on (60-82-2) → UDP (58-98-0) + phloridizin (60-81-1,6426-09-1,40816-73-7,130549-93-8,138665-98-2)

Guidance literature:

With glycosyltransferase from pear Pyrus communis; potassium chloride; magnesium chloride; In dimethyl sulfoxide; at 30 ℃; for 6h; pH=6.5; pH-value; regioselective reaction; Equilibrium constant; Kinetics; Green chemistry; Enzymatic reaction;

DOI:10.1039/c4gc00960f

upstream raw materials:

4,2',4',6'-tetrahydroxychalcone 6'-O-β-D-glucoside

naringenin-5-O-glucoside

4-hydroxy-benzaldehyde

UDP-glucose

Downstream raw materials:

UDP-glucose

3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on

4,4'-dihydroxy-dihydrochalcone-2'-O-β-D-glucopyranoside

1,1'-[methylenebis(2,4,6-trihydroxy-3,1-phenylene)]bis[3-(4-hydroxyphenyl)propan-1-one]

Refernces

• 1、 Gutmann, Alexander,Bungaruang, Linda,Weber, Hansjoerg,Leypold, Mario,Breinbauer, Rolf,Nidetzky, Bernd. "Towards the synthesis of glycosylated dihydrochalcone natural products using glycosyltransferase-catalysed cascade reactions". supporting information. p. 4417 - 4425. Retrieved 2014/11/08.
• 2、 Cuendet, Muriel,Potterat, Olivier,Salvi, Aline,Testa, Bernard,Hostettmann, Kurt. "A stilbene and dihydrochalcones with radical scavenging activities from Loiseleuria procumbens". . p. 871 - 874. Retrieved 2007/10/03.