(+/-)-MATAIRESINOL

Base Information

• Chemical Name: (+/-)-MATAIRESINOL
• CAS No.: 148409-36-3
• Molecular Formula: C20H22O6
• Molecular Weight: 358.391
• Mol file: 148409-36-3.mol

Synonyms:

Chemical Property of (+/-)-MATAIRESINOL

Chemical Property:

• Melting Point: 66 - 67 °C
• PSA: 85.22000
• LogP: 2.68940
• Storage Temp.: 2-8°C

Purity/Quality:

Analysis control,98.0% ^*data from raw suppliers

(+)-Matairesinol 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+/-)-MATAIRESINOL

There total 74 articles about (+/-)-MATAIRESINOL 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: 95.0%

trans-(+/-)-dihydro-3,4-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-2(3H)-furanone (111194-07-1,116126-46-6,116261-30-4,120409-92-9,120409-95-2,124988-59-6) → (2RS,3RS)-2,3-bis-(4-hydroxy-3-methoxybenzyl)butyrolactone (580-72-3,7471-01-4,42298-55-5,120409-94-1,148409-36-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 24h;

DOI:10.1002/ejoc.200700440

Reference yield: 83.0%

C28H38O6 → (2RS,3RS)-2,3-bis-(4-hydroxy-3-methoxybenzyl)butyrolactone (580-72-3,7471-01-4,42298-55-5,120409-94-1,148409-36-3)

Guidance literature:

With aluminium trichloride; In benzene; at 50 ℃;

DOI:10.1055/s-2006-947317

Reference yield: 80.0%

(3R,4R)-3,4-bis(4-benzyloxy-3-methoxybenzyl)dihydrofuran-2(3H)-one (111194-07-1) → matairesinol (580-72-3,7471-01-4,42298-55-5,120409-94-1,148409-36-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.3987/R-1987-05-1169

upstream raw materials:

matairesinol 4'-O-β-gentiobioside

(3R,4R)-3,4-bis(4-benzyloxy-3-methoxybenzyl)dihydrofuran-2(3H)-one

ethyl acetate

(3RS)-3c-hydroxymethyl-3r,4ξ-divanillyl-dihydro-furan-2-one

Downstream raw materials:

3-methoxy-4-hydroxybenzoic acid

vanillin

(2R,3R)-2-(4-hydroxy-3-methoxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol

trans-2-(4''-hydroxy-3''-methoxybenzyl)-3-(3',4'-dimethoxybenzyl)butyrolactone

Refernces

• 1、 Ciriello, Umberto,Colombo, Eleonora,Paladino, Giuseppe,Passarella, Daniele. "Convenient preparation and spectroscopic characterization of 7r-hydroxymatairesinol". . . Retrieved 2021/09/30.
• 2、 Wukirsari, Tuti,Nishiwaki, Hisashi,Nishi, Kosuke,Sugahara, Takuya,Akiyama, Koichi,Kishida, Taro,Yamauchi, Satoshi. "Cytotoxic activity of dietary lignan and its derivatives: Structure-cytotoxic activity relationship of dihydroguaiaretic acid". . p. 5305 - 5315. Retrieved 2015/04/22.