6β-hydroxyloganin

Base Information

• Chemical Name: 6β-hydroxyloganin
• CAS No.: 115075-53-1
• Molecular Formula: C₁₇H₂₆O₁₁
• Molecular Weight: 406.387
• Mol file: 115075-53-1.mol

Synonyms:

Chemical Property of 6β-hydroxyloganin

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6β-hydroxyloganin

There total 3 articles about 6β-hydroxyloganin 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:

7-O-trans-cinnamoyl 6β-hydroxyloganin → 6β-hydroxyloganin (115075-53-1,125410-24-4,125410-28-8,84395-22-2)

Guidance literature:

With hydroxylamine sulfate; triethylamine; In tetrahydrofuran; ethanol; water; at 20 - 110 ℃; for 6h;

DOI:10.1016/j.phymed.2013.08.023

Reference yield:

6β-hydroxyloganin tetraacetate (125323-69-5) → 6β-hydroxyloganin (115075-53-1,125410-24-4,125410-28-8,84395-22-2)

Guidance literature:

With sodium methylate; In methanol; for 0.5h;

DOI:10.1016/0031-9422(89)80263-8

Reference yield:

(1S,4aS,6R,7R,7aS)-7-Methyl-6-(toluene-4-sulfonyloxy)-1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester → 6β-hydroxyloganin (115075-53-1,125410-24-4,125410-28-8,84395-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) DBU; 2.) OsO₄ / 1.) THF, reflux, 67 h; 2.) Et₂O, pyridine, 3 min

2: 31.2 mg / methanolic NaOMe / methanol / 0.5 h

With osmium(VIII) oxide; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol;

DOI:10.1016/0031-9422(89)80263-8

upstream raw materials:

6β-hydroxyloganin tetraacetate