Norbergenin

Base Information

• Chemical Name: Norbergenin
• CAS No.: 79595-97-4
• Molecular Formula: C13H14O9
• Molecular Weight: 314.249
• Mol file: 79595-97-4.mol

Synonyms:Norbergenin;

Chemical Property of Norbergenin

Chemical Property:

• Vapor Pressure: 6.47E-21mmHg at 25°C
• Boiling Point: 705.9°Cat760mmHg
• Flash Point: 271.9°C
• PSA: 156.91000
• Density: 1.799g/cm³
• LogP: -1.50360

Purity/Quality:

≥98% ^*data from raw suppliers

NORBERGENIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Norbergenin

There total 5 articles about Norbergenin 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: 69.0%

bergenin (477-90-7) → norbergenin (79595-97-4)

Guidance literature:

bergenin; In water; acetone; at 20 ℃; Darkness;

In water; acetone; at 20 ℃; Darkness;

With sodium dithionite; water; In acetone; chemoselective reaction; Darkness;

DOI:10.1016/j.tet.2010.05.078

Reference yield:

(2R,3R,4R,4aS,10bS)-3,4,8-Triacetoxy-2-acetoxymethyl-9-hydroxy-6-oxo-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene-10-carboxylic acid methyl ester → norbergenin (79595-97-4)

Guidance literature:

With potassium carbonate; In water; for 1h;

DOI:10.1016/S0968-0896(02)00666-1

Reference yield:

bergenin pentaacetate → norbergenin (79595-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: BCl₃ / CH₂Cl₂ / 0 - 20 °C

2: 1.89 g / K₂CO₃ / H₂O / 1 h

With boron trichloride; potassium carbonate; In dichloromethane; water;

DOI:10.1016/S0968-0896(02)00666-1

upstream raw materials:

bergenin

bergenin

Downstream raw materials:

(2R,3S,4S,4aR,10bS)-8,9,10-Tris-benzyloxy-3,4-dihydroxy-2-hydroxymethyl-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one

(6aR,7S,7aS,11aR,12aS)-1,2,3-Tris-benzyloxy-7-hydroxy-9-(4-methoxy-phenyl)-6a,7,7a,11,11a,12a-hexahydro-6,8,10,12-tetraoxa-benzo[a]anthracen-5-one

Hexanoic acid (2R,3S,4S,4aR,10bS)-8,9,10-tris-benzyloxy-3,4-dihydroxy-6-oxo-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromen-2-ylmethyl ester

Hexanoic acid (6aS,7S,7aR,11aR,12aS)-1,2,3-tris-benzyloxy-9-(4-methoxy-phenyl)-5-oxo-6a,7,7a,11,11a,12a-hexahydro-5H-6,8,10,12-tetraoxa-benzo[a]anthracen-7-yl ester