Rosarin

Base Information

• Chemical Name: Rosarin
• CAS No.: 84954-93-8
• Molecular Formula: C20H28O10
• Molecular Weight: 428.436
• Hs Code.: 29389090
• European Community (EC) Number: 875-662-4
• UNII: PQA54L0KFI
• DSSTox Substance ID: DTXSID601045580
• Nikkaji Number: J417.943I,J3.166.785B
• Wikipedia: Rosarin
• Wikidata: Q15424778
• Mol file: 84954-93-8.mol

Synonyms:rosarin

Chemical Property of Rosarin

Chemical Property:

• Appearance/Colour: Brown fine powder with characteristic odor
• Vapor Pressure: 2.03E-22mmHg at 25°C
• Refractive Index: 1.634
• Boiling Point: 730.792 °C at 760 mmHg
• PKA: 12.89±0.70(Predicted)
• Flash Point: 395.769 °C
• PSA: 158.30000
• Density: 1.483 g/cm³
• LogP: -2.02040
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 428.16824709
• Heavy Atom Count: 30
• Complexity: 540

Purity/Quality:

99% ^*data from raw suppliers

Rosarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CCOC2C(C(C(C(O2)COC3C(C(C(O3)CO)O)O)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H](O3)CO)O)O)O)O)O
• Uses: Rosarin is known to have preventative effectives on belomycin-induced pulmonary fibrosis in rats and chronic obstructive pulmonary disease. This compound can be used in High Performance Thin-Layer Chromatography and NMR spectroscopy.

Technology Process of Rosarin

There total 7 articles about Rosarin 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: 95.0%

rozarin hexaacetate → cinnamylalcohol 9-O-(6'-O-α-L-arabinofuranosyl)-β-D-glucopyranoside (84954-93-8)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 2h;

Reference yield:

rosin → cinnamylalcohol 9-O-(6'-O-α-L-arabinofuranosyl)-β-D-glucopyranoside (84954-93-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / 3 h / 20 °C

1.2: 20 °C

2.1: 6 h / 100 °C

3.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -25 °C

4.1: sodium ethanolate / ethanol / 2 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; sodium ethanolate; In ethanol; dichloromethane;

Reference yield:

C31H38O6Si → cinnamylalcohol 9-O-(6'-O-α-L-arabinofuranosyl)-β-D-glucopyranoside (84954-93-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 6 h / 100 °C

2: boron trifluoride diethyl etherate / dichloromethane / 2 h / -25 °C

3: sodium ethanolate / ethanol / 2 h / 20 °C

With boron trifluoride diethyl etherate; sodium ethanolate; In ethanol; dichloromethane;

upstream raw materials:

phenyl 2,3,5-tri-O-acetyl-1-thio-α-L-arabinofuranoside

2,3,5-tri-O-acetyl-α-L-arabinofuranosyl trichloroacetimidate

Downstream raw materials:

(Z)-cinnamyl alcohol

Cinnamyl acetate

D-Glucose

L-(+)-arabinose

Refernces