Rhamnazin 3-isorhamninoside

Base Information

• Chemical Name: Rhamnazin 3-isorhamninoside
• CAS No.: 52801-23-7
• Molecular Formula: C₃₅H₄₄O₂₀
• Molecular Weight: 784.722
• DSSTox Substance ID: DTXSID80200783
• Nikkaji Number: J419.036J
• Wikidata: Q83073949
• Mol file: 52801-23-7.mol

Synonyms:rhamnazin 3-isorhamninoside;rhamnazin 3-O-(alpha-L-rhamnopyranosyl(1-4)-alpha-L-rhamnopyranosyl(1-6))-beta-D-galactopyranoside

Chemical Property of Rhamnazin 3-isorhamninoside

Chemical Property:

• Boiling Point: 1059.2°Cat760mmHg
• Flash Point: 328.5°C
• PSA: 306.35000
• Density: 1.66g/cm³
• LogP: -2.22930
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 10
• Exact Mass: 784.24259379
• Heavy Atom Count: 55
• Complexity: 1340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)OC)C6=CC(=C(C=C6)O)OC)O)O)O)C)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)OC[C@@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)OC)C6=CC(=C(C=C6)O)OC)O)O)O)C)O)O)O

Technology Process of Rhamnazin 3-isorhamninoside

There total 9 articles about Rhamnazin 3-isorhamninoside 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:

4'-Benzyloxy-5-hydroxy-3',7-dimethoxy-flavon-3-O--β-D-galaktopyranosid (83332-33-6) → Rhamnazin-3-O-(rhamnosyl-1-4-rhamnosyl)-1-6-galaktosid (52801-23-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; water; for 3h; under pressure;

DOI:10.1016/0040-4020(82)85113-2

Reference yield:

Isorhamnetin-4'-benzylether (1486-60-8) → Rhamnazin-3-O-(rhamnosyl-1-4-rhamnosyl)-1-6-galaktosid (52801-23-7)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / Ambient temperature

2: 80 percent / K₂CO₃ / acetone / 12 h / Heating

3: NaOCH₃ / methanol / 24 h / Ambient temperature

4: 48 percent / Sikkon, Ag₂CO₃ / various solvent(s) / Ambient temperature

5: NaOCH₃ / methanol / Ambient temperature

6: H₂ / Pd/C / dioxane; H₂O / 3 h / under pressure

With Sikkon; hydrogen; sodium methylate; potassium carbonate; silver carbonate; palladium on activated charcoal; In 1,4-dioxane; pyridine; methanol; water; acetone;

DOI:10.1016/0040-4020(82)85113-2

Reference yield:

4'-Benzyloxy-5-hydroxy-3',7-dimethoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid (83332-32-5) → Rhamnazin-3-O-(rhamnosyl-1-4-rhamnosyl)-1-6-galaktosid (52801-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOCH₃ / methanol / Ambient temperature

2: H₂ / Pd/C / dioxane; H₂O / 3 h / under pressure

With hydrogen; sodium methylate; palladium on activated charcoal; In 1,4-dioxane; methanol; water;

DOI:10.1016/0040-4020(82)85113-2

upstream raw materials:

4'-Benzyloxy-5-hydroxy-3',7-dimethoxy-flavon-3-O--β-D-galaktopyranosid

Isorhamnetin-4'-benzylether

4'-Benzyloxy-5-hydroxy-3',7-dimethoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid

4-Benzyloxy-3-methoxy-benzoesaeureanhydrid

Downstream raw materials:

Rhamnazin-3-O-β-isorhamninosid-deca-O-acetat

Refernces