Dehydrodiconiferyl alcohol

Base Information

• Chemical Name: Dehydrodiconiferyl alcohol
• CAS No.: 4263-87-0
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.391
• Nikkaji Number: J1.896.942D,J304.428I
• Wikidata: Q27105134
• Pharos Ligand ID: YUJAVWCQV1UM
• ChEMBL ID: CHEMBL4163889
• Mol file: 4263-87-0.mol

Synonyms:dehydrodiconiferyl alcohol

Chemical Property of Dehydrodiconiferyl alcohol

Chemical Property:

• Vapor Pressure: 1.82E-13mmHg at 25°C
• Melting Point: 161-162℃
• Boiling Point: 562°Cat760mmHg
• Flash Point: 293.7°C
• PSA: 88.38000
• Density: 1.292g/cm³
• LogP: 2.62450
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 358.14163842
• Heavy Atom Count: 26
• Complexity: 469

Purity/Quality:

Analysis control,96.0% ^*data from raw suppliers

Dehydrodiconiferylalcohol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)C=CCO
• Isomeric SMILES: COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)/C=C/CO

Technology Process of Dehydrodiconiferyl alcohol

There total 10 articles about Dehydrodiconiferyl alcohol 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: 93.0%

(E)-methyl 3-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methoxycarbonyl-1-benzofuran-5-yl>-1-propenoate (118799-80-7) → (±)-trans-(E)-4-(3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methoxyphenol (4263-87-0,28199-68-0,60536-58-5,73135-77-0,86363-02-2,97465-82-2,112835-77-5,133318-47-5,138458-07-8,150407-42-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃; for 2h;

Reference yield: 53.0%

coniferal alcohol (458-35-5,32811-40-8,69056-21-9) → (±)-trans-(E)-4-(3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methoxyphenol (4263-87-0,28199-68-0,60536-58-5,73135-77-0,86363-02-2,97465-82-2,112835-77-5,133318-47-5,138458-07-8,150407-42-4)

Guidance literature:

With potassium hexafluorophosphate; 2,6-dimethylpyridine; In acetonitrile; Electrochemical reaction; Green chemistry;

DOI:10.1002/anie.201810870

Reference yield: 21.6%

coniferal alcohol (458-35-5,32811-40-8,69056-21-9) → (±)-trans-(E)-4-(3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methoxyphenol (4263-87-0,28199-68-0,60536-58-5,73135-77-0,86363-02-2,97465-82-2,112835-77-5,133318-47-5,138458-07-8,150407-42-4) + (+/-)-pinoresinol (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 dihydrogen peroxide; horseradish peroxidase; In water; acetone; for 1h;

DOI:10.1016/j.bmc.2007.11.041

upstream raw materials:

coniferol

coniferal alcohol

ethyl caffeate

(E)-methyl 3-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methoxycarbonyl-1-benzofuran-5-yl>-1-propenoate

Downstream raw materials:

dihydrodehydrodiconiferyl alcohol triacetate

(E)-3-[2-(4-Hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-2,3-dihydrobenzo[b]furan-5-yl]-2-propenal

tetrahydrodehydrodiconiferyl alcohol

2α,3β-7-O-methylcedrusin

Refernces

• 1、 Romero, Kevin J.,Galliher, Matthew S.,Raycroft, Mark A. R.,Chauvin, Jean-Philippe R.,Bosque, Irene,Pratt, Derek A.,Stephenson, Corey R. J.. "Electrochemical Dimerization of Phenylpropenoids and the Surprising Antioxidant Activity of the Resultant Quinone Methide Dimers". . p. 17125 - 17129. Retrieved 2018/12/04.
• 2、 Fernandes, Eduarda G. R.,Pinto, Madalena M. M.,Silva, Artur M. S.,Cavaleiro, Jose A. S.,Gottlieb, Otto R.. "Synthesis and structural elucidation of xanthonolignoids: Trans-(±)- kielcorin B and trans-(±)-isokielcorin B". . p. 821 - 828. Retrieved 2007/10/03.