1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol

Base Information

• Chemical Name: 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol
• CAS No.: 1208-42-0
• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.218
• DSSTox Substance ID: DTXSID40923562
• Nikkaji Number: J782.460B
• Wikidata: Q27124143
• Metabolomics Workbench ID: 58697
• ChEMBL ID: CHEMBL1078124
• Mol file: 1208-42-0.mol

Synonyms:a-Guaiacylglycerol;1-(4-Hydroxy-3-methoxyphenyl)glycerol;1-Guaiacylglycerol;1-(4-Hydroxy-3-methoxyphenyl)propane-1,2,3-triol;

Chemical Property of 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol

Chemical Property:

• Vapor Pressure: 3.62E-10mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 483.7 °C at 760 mmHg
• Flash Point: 246.3 °C
• Density: 1.383 g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 214.08412354
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C(C(CO)O)O)O

Technology Process of 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol

There total 12 articles about 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol 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:

9-(6-O-[(2E,6S)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl]-β-D-glucopyranosyloxy)guaiacylglycerol (1370004-83-3) → guaiacyl glycerol (7095-33-2,27391-16-8,27431-21-6,38916-91-5,62078-66-4,84799-27-9,84822-99-1,1208-42-0) + (+)-2,6-dimethyl-6(S)-hydroxy-2-trans-2,7-octadecanoic acid (26187-81-5,28420-25-9,34935-27-8,67711-07-3,83945-54-4,98168-60-6,121843-29-6,124753-77-1,75979-26-9)

Guidance literature:

With water; sodium hydroxide;

DOI:10.1016/j.carres.2012.01.012

Reference yield:

1-(4-hydroxy-3-methoxy)-phenyl-2-[4-(1,2,3- trihydroxypropyl)-2-methoxy]-phenoxy-1, 3-propandiol (14070-76-9,79171-60-1) → guaiacyl glycerol (7095-33-2,27391-16-8,27431-21-6,38916-91-5,62078-66-4,84799-27-9,84822-99-1,1208-42-0)

Guidance literature:

Multistep reaction; (i) aq. NaOH, (heating), (ii) H₂, PtO₂, AcOEt;

Reference yield:

(2RS,3RS)-2,3-diacetoxy-3-(4-acetoxy-3-methoxy-phenyl)-propionic acid methyl ester (93722-55-5) → threo-guaiacylglycerol (1208-42-0,7095-33-2,27391-16-8,27431-21-6,38916-91-5,62078-66-4,84799-27-9,84822-99-1)

Guidance literature:

With lithium aluminium tetrahydride;

upstream raw materials:

1-(4-hydroxy-3-methoxy)-phenyl-2-[4-(1,2,3- trihydroxypropyl)-2-methoxy]-phenoxy-1, 3-propandiol

9-(6-O-[(2E,6S)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl]-β-D-glucopyranosyloxy)guaiacylglycerol

(2RS,3RS)-2,3-diacetoxy-3-(4-acetoxy-3-methoxy-phenyl)-propionic acid methyl ester

(1RS,2SR)-1,2,3-triacetoxy-1-(4-acetoxy-3-methoxy-phenyl)-propane

Downstream raw materials:

(1RS,2SR)-1-(3,4-dimethoxy-phenyl)-propane-1,2,3-triol

2-propanone,1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-

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