b-D-Glucopyranose, cyclic4,6-(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate)2,3-bis(3,4,5-trihydroxybenzoate) (9CI)

Base Information

• Chemical Name: b-D-Glucopyranose, cyclic4,6-(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate)2,3-bis(3,4,5-trihydroxybenzoate) (9CI)
• CAS No.: 30737-92-9
• Molecular Formula: C₃₄H₂₆O₂₂
• Molecular Weight: 786.567
• Mol file: 30737-92-9.mol

Synonyms:Glucopyranose,cyclic 4,6-(4,4',5,5',6,6'-hexahydroxydiphenate) 2,3-digallate, b-D- (8CI);Dibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecin, b-D-glucopyranose deriv.;2,3-Digallyl-4,6-hexahydroxydiphenoyl-b-D-glucopyranose; Colinin; Collinin; Collinin(Geranium)

Chemical Property of b-D-Glucopyranose, cyclic4,6-(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate)2,3-bis(3,4,5-trihydroxybenzoate) (9CI)

Chemical Property:

• PSA: 377.42000
• LogP: 0.68500

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of b-D-Glucopyranose, cyclic4,6-(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate)2,3-bis(3,4,5-trihydroxybenzoate) (9CI)

There total 14 articles about b-D-Glucopyranose, cyclic4,6-(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate)2,3-bis(3,4,5-trihydroxybenzoate) (9CI) 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: 12.0%

coriariin E → 2,3-di-O-galloyl-4,6-O-hexahydroxydiphenoyl-4C1-glucopyranose (30737-92-9,118014-28-1,118014-29-2) + coriariin F

Guidance literature:

In water; at 65 ℃; for 27h;

Reference yield:

benzyl 4,6-bis(3,4-((diphenylmethylene)dioxy)-5-hydroxybenzoyl)-2,3-bis(3,4,5-tris(benzyloxy)benzoyl)-β-D-glucopyranoside → 2,3-di-O-galloyl-4,6-O-(S)-hexahydrodiphenoyl-glucose (30737-92-9,118014-28-1,118014-29-2)

Guidance literature:

With pyridine; lead(IV) acetate; hydrogen; palladium on activated charcoal; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) THF, RT, 1 atm, 68 h;

DOI:10.1021/ja00084a015

Reference yield:

benzyl 2,3,4,6-tetrakis(3,4-((diphenylmethylene)dioxy)-5-hydroxybenzoyl)-β-D-glucopyranoside (154774-31-9) → 2,3,4,6-tetra-O-galloyl-D-glucose (93059-81-5) + 2,3-di-O-galloyl-4,6-O-(S)-hexahydrodiphenoyl-glucose (30737-92-9,118014-28-1,118014-29-2)

Guidance literature:

With pyridine; lead(IV) acetate; hydrogen; palladium on activated charcoal; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) THF, RT, 1 atm, 68 h;

DOI:10.1021/ja00084a015

upstream raw materials:

methanol

isorugosin D

coriariin A

benzyl 2,3,4,6-tetrakis(3,4-((diphenylmethylene)dioxy)-5-hydroxybenzoyl)-β-D-glucopyranoside

Downstream raw materials:

2,3-di-O-galloyl-D-⁴C₁-glucopyranose

tridecamethyltellimagrandin (β-anomer)

α-anomer of trideca-O-methyltellimagrandin-I

2,2-diphenyl-1-picrylhydrazine