6-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-4-methoxy-1,3-benzodioxole

Base Information

• Chemical Name: 6-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-4-methoxy-1,3-benzodioxole
• CAS No.: 50656-77-4
• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.514
• Nikkaji Number: J238.320I
• Wikidata: Q104401847
• Mol file: 50656-77-4.mol

Synonyms:niranthin

Chemical Property of 6-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-4-methoxy-1,3-benzodioxole

Chemical Property:

• Melting Point: 115ºC
• Boiling Point: 559.5±50.0 °C(Predicted)
• PSA: 64.61000
• Density: 1.142±0.06 g/cm3(Predicted)
• LogP: 3.75150
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 432.21480336
• Heavy Atom Count: 31
• Complexity: 504

Purity/Quality:

99%, ^*data from raw suppliers

rac-Niranthin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC(CC1=CC(=C(C=C1)OC)OC)C(CC2=CC3=C(C(=C2)OC)OCO3)COC
• Isomeric SMILES: COC[C@H](CC1=CC(=C(C=C1)OC)OC)[C@@H](CC2=CC3=C(C(=C2)OC)OCO3)COC
• Uses: rac-Niranthin is a lignan compound isolated from the plant Phyllanthus amarus and shows anti-leishmanial activity. It acts through induction of topoisomerase I-mediated DNA-protein adduct formation in Leishmania cells triggering apoptosis of cellular nucleases. It also maintains the ability to reduce uric acid concentrations through xanthine oxidase inhibition.

Technology Process of 6-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-4-methoxy-1,3-benzodioxole

There total 1 articles about 6-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-4-methoxy-1,3-benzodioxole 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: 89.0%

C22H28O7 + methyl iodide (74-88-4) → (-)-niranthin (50656-77-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1039/d2ra00499b

upstream raw materials:

methyl iodide

Refernces