4'-Deoxyphlorizin

Base Information

• Chemical Name: 4'-Deoxyphlorizin
• CAS No.: 4319-68-0
• Molecular Formula: C₂₁H₂₄O₉
• Molecular Weight: 420.416
• Mol file: 4319-68-0.mol

Synonyms:1-[2-(β-D-Glucopyranosyloxy)-6-hydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone

Chemical Property of 4'-Deoxyphlorizin

Chemical Property:

• Vapor Pressure: 4.4E-22mmHg at 25°C
• Melting Point: 134-136°C
• Boiling Point: 725.3°C at 760 mmHg
• Flash Point: 255.7°C
• PSA: 156.91000
• Density: 1.49g/cm³
• LogP: 0.09200
• Storage Temp.: -20°C Freezer

Purity/Quality:

95% ^*data from raw suppliers

4''-Deoxyphlorizin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Inhibitor of glucose transport system. Inhibitor of glucose transport system

Technology Process of 4'-Deoxyphlorizin

There total 6 articles about 4'-Deoxyphlorizin 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:

(E)-3-(4-Benzyloxy-phenyl)-1-[2-hydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone → 4'-deoxyphlorizin (4319-68-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; for 2h; Yield given; Ambient temperature;

DOI:10.1248/cpb.44.1174

Reference yield:

p-benzyloxybenzaldehyde (4397-53-9) → 4'-deoxyphlorizin (4319-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KOH, 2.) KOH / 1.) water, EtOH, RT, 10 min, 2.) water, EtOH, RT, 18 h

2: hydrogen / 10percent Pd/C / ethanol; H₂O / 2 h / Ambient temperature

With potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; water;

DOI:10.1248/cpb.44.1174

Reference yield:

2',6'-dihydroxyacetophenone 2'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside) (23141-00-6) → 4'-deoxyphlorizin (4319-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KOH, 2.) KOH / 1.) water, EtOH, RT, 10 min, 2.) water, EtOH, RT, 18 h

2: hydrogen / 10percent Pd/C / ethanol; H₂O / 2 h / Ambient temperature

With potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; water;

DOI:10.1248/cpb.44.1174

upstream raw materials:

p-benzyloxybenzaldehyde

2',6'-dihydroxyacetophenone 2'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)

2,6-dihydroxylacetophenone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

1-[2-((4aR,6S,7R,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-hydroxy-phenyl]-3-(4-hydroxy-phenyl)-propan-1-one

Acetic acid (4aR,6S,7R,8S,8aR)-7-acetoxy-6-{2-[3-(4-acetoxy-phenyl)-propionyl]-3-hydroxy-phenoxy}-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Acetic acid (4aR,6S,7R,8S,8aR)-7-acetoxy-6-{3-hydroxy-2-[3-(4-hydroxy-phenyl)-propionyl]-phenoxy}-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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