Sanguiin H4

Base Information

• Chemical Name: Sanguiin H4
• CAS No.: 84316-77-8
• Molecular Formula: C₂₇H₂₂O₁₈
• Molecular Weight: 634.461
• DSSTox Substance ID: DTXSID401103540
• Wikidata: Q105160903
• Mol file: 84316-77-8.mol

Synonyms:Sanguiin H4;DTXSID401103540;84316-77-8;1-O-Galloyl-2,3-(S)-hexahydroxydiphenoyl-a-D-glucopyranose;alpha-D-Glucopyranose, cyclic 2,3-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1-(3,4,5-trihydroxybenzoate)

Chemical Property of Sanguiin H4

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 4
• Exact Mass: 634.08061385
• Heavy Atom Count: 45
• Complexity: 1090

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O

Technology Process of Sanguiin H4

There total 9 articles about Sanguiin H4 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: 96.0%

1-O-(3,4,5-tri-O-benzylgalloyl)-2,3-O-(R)-[4,4',5,5',6,6'-hexabenzyloxy-1,1'-biphenyl-2,2'-dicarboxylate]-β-D-glucopyranose → β-1-O-galloyl-2,3-(S)-hexahydroxydiphenoyl-D-glucose (84316-77-8,87392-62-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 1.33333h;

DOI:10.1021/jo400562k

Reference yield: 5.0%

sanguiin H-6 → 1-O-galloyl-2,3-O-<(S)-hexahydroxydiphenoyl>-α-D-glucose (84316-77-8,87392-62-9) + 2,3-O-4,4′,5,5′,6,6′-hexahydroxydiphenoyl-β-D-glucose (83541-38-2) + 2,3-O-4,4′,5,5′,6,6′-hexahydroxydiphenoyl-α-D-glucose (83541-37-1) + sanguiin H-3

Guidance literature:

With water; at 100 ℃; for 40h; Further byproducts given;

DOI:10.1039/P19820002525

Reference yield:

1-O-galloyl-2,3,4,6-bis[(S)-3,3',4,4',5,5'-hexahydroxydiphenoyl]-α-D-glucose (79786-00-8,82262-94-0,100937-83-5,121153-23-9) → 1-O-galloyl-2,3-O-<(S)-hexahydroxydiphenoyl>-α-D-glucose (84316-77-8,87392-62-9) + ellagic acid (476-66-4)

Guidance literature:

With water; at 100 ℃; for 12h;

DOI:10.1039/P19820002525

upstream raw materials:

nobotanin O

nobotanin F

casuarictin

3,4,5-tris(benzyloxy)benzoyl chloride

Downstream raw materials:

3,4,5-trihydroxybenzoic acid

2,3-(S)-hexahydroxydiphenoyl-D-glucose