justiciresinol

Base Information

• Chemical Name: justiciresinol
• CAS No.: 136051-41-7
• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.433
• Mol file: 136051-41-7.mol

Synonyms:3-Furanmethanol,tetrahydro-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(4-hydroxy-3-methoxyphenyl)-,[2S-(2a,3b,4b)]-; (+)-Jusglaucinol; (+)-Justiciresinol; Jusglaucinol; Justiciresinol

Chemical Property of justiciresinol

Chemical Property:

• Vapor Pressure: 8.11E-15mmHg at 25°C
• Boiling Point: 591.1°Cat760mmHg
• PKA: 9.91±0.35(Predicted)
• Flash Point: 311.3°C
• PSA: 97.61000
• Density: 1.26g/cm³
• LogP: 2.66230

Purity/Quality:

98%min ^*data from raw suppliers

Justiciresinol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of justiciresinol

There total 10 articles about justiciresinol 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:

(+)-Medioresinol (40957-99-1,74465-40-0,125638-34-8) → (+)-5'-methoxylariciresinol (136051-41-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 10h; Ambient temperature;

Reference yield:

4-benzyloxy-3-methoxybenzaldehyde-bis-phenylthioacetal (123195-63-1) → (-)-5-methoxylariciresinol + (+)-5'-methoxylariciresinol (136051-41-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.67 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: water; mercury(II) oxide; boron trifluoride diethyl etherate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate; methanol / 2 h / Cooling with ice

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

5.1: trimethylsilyl bromide / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

6.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

7.1: hydrogen; palladium on activated charcoal / methanol / 6 h / 20 °C

8.1: Chiralcel OD column / ethanol / Resolution of racemate

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; trimethylsilyl bromide; palladium 10% on activated carbon; palladium on activated charcoal; boron trifluoride diethyl etherate; water; hydrogen; mercury(II) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; ethyl acetate;

DOI:10.1002/chir.23218

Reference yield:

4-(benzyloxy)-3,5-dimethoxybenzaldehyde (6527-32-8) → (-)-5-methoxylariciresinol + (+)-5'-methoxylariciresinol (136051-41-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.67 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: water; mercury(II) oxide; boron trifluoride diethyl etherate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate; methanol / 2 h / Cooling with ice

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

5.1: trimethylsilyl bromide / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

6.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

7.1: hydrogen; palladium on activated charcoal / methanol / 6 h / 20 °C

8.1: Chiralcel OD column / ethanol / Resolution of racemate

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; trimethylsilyl bromide; palladium 10% on activated carbon; palladium on activated charcoal; boron trifluoride diethyl etherate; water; hydrogen; mercury(II) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; ethyl acetate;

DOI:10.1002/chir.23218

upstream raw materials:

(+)-Medioresinol

4-benzyloxy-3-methoxybenzaldehyde-bis-phenylthioacetal

4-(benzyloxy)-3,5-dimethoxybenzaldehyde

Downstream raw materials:

(7'R,8'S,8S)-5-methoxylariciresinol triacetate

Refernces

• 1、 Rajendiran, C,Pai, B R,Subramanian, P S. "Lignans of Justicia glauca Rottl". . p. 681 - 683. Retrieved 2007/10/02.