PINORESINOL

Base Information

• Chemical Name: PINORESINOL
• CAS No.: 4263-88-1
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.391
• Mol file: 4263-88-1.mol

Synonyms:PINORESINOL;PINORESINOL DIGLUCOPYRANOSIDE

Chemical Property of PINORESINOL

Chemical Property:

• Melting Point: 144-145℃
• PSA: 77.38000
• LogP: 3.19020

Purity/Quality:

99%+, ^*data from raw suppliers

Pinoresinol ≥95.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PINORESINOL

There total 75 articles about PINORESINOL 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: 98.0%

(1R,2R,5R,6S)-2-(4-methanesulfonyloxy-3-methoxy)phenyl-6-(4-methanesulfonyloxy-3-methoxy)phenyl-3,7-dioxabicyclo[3.3.0]octane (651779-99-6) → (+)-epipinoresinol (487-36-5,4263-88-1,7452-03-1,10061-38-8,18779-41-4,18779-51-6,24404-50-0,81446-29-9,146338-76-3)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; methanol; water; at 50 ℃; for 40h;

DOI:10.1021/jo035365r

Reference yield:

(7S,8R,7′S,8′R)-(-)-pinoresinol-4-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside → D-glucose (50-99-7) + pinoresinol (4263-88-1,7452-03-1,10061-38-8,18779-41-4,18779-51-6,24404-50-0,81446-29-9,146338-76-3,487-36-5)

Guidance literature:

With β-glucosidase; water; In ethyl acetate; at 37 ℃; for 24h; Enzymatic reaction;

DOI:10.1016/j.bioorg.2020.104312

Reference yield:

(7S,8R,7′S,8′R)-(-)-pinoresinol-4-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranoside → D-glucose (50-99-7) + pinoresinol (4263-88-1,7452-03-1,10061-38-8,18779-41-4,18779-51-6,24404-50-0,81446-29-9,146338-76-3,487-36-5)

Guidance literature:

With β-glucosidase; water; In ethyl acetate; at 37 ℃; for 24h; Enzymatic reaction;

DOI:10.1016/j.bioorg.2020.104312

upstream raw materials:

Diacetate of (+)-epipinoresinol

Versicoside

pinoresinol

(1R,2R,5R,6S)-2-(4-methanesulfonyloxy-3-methoxy)phenyl-6-(4-methanesulfonyloxy-3-methoxy)phenyl-3,7-dioxabicyclo[3.3.0]octane

Downstream raw materials:

eudesmin

(+)-epipinoresinol

2,6-bis-(4-benzyloxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-tetrahydro-pyran-3-yl ester

Refernces

• 1、 Davin, Laurence B.,Hwang, Julianne K.,Lewis, Norman G.,Moinuddin, Syed G. A.. "Pinoresinol-lariciresinol reductase: Substrate versatility, enantiospecificity, and kinetic properties". . . Retrieved 2020/03/26.
• 2、 Zhou, Le,Han, Feng-Ying,Lu, Li-Wei,Yao, Guo-Dong,Zhang, Ying-Ying,Wang, Xiao-Bo,Lin, Bin,Huang, Xiao-Xiao,Song, Shao-Jiang. "Isolation of enantiomeric furolactones and furofurans from Rubus idaeus L. with neuroprotective activities". . p. 122 - 129. Retrieved 2019/05/29.