Benzaldehyde, 3,6-dimethoxy-2-[(phenylmethoxy)methyl]-

Base Information

• Chemical Name: Benzaldehyde, 3,6-dimethoxy-2-[(phenylmethoxy)methyl]-
• CAS No.: 649774-68-5
• Molecular Formula: C17H18O4
• Molecular Weight: 286.328
• DSSTox Substance ID: DTXSID30460294
• Nikkaji Number: J1.989.527K
• Wikidata: Q82284295
• Mol file: 649774-68-5.mol

Synonyms:649774-68-5;Benzaldehyde, 3,6-dimethoxy-2-[(phenylmethoxy)methyl]-;DTXSID30460294

Chemical Property of Benzaldehyde, 3,6-dimethoxy-2-[(phenylmethoxy)methyl]-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 286.12050905
• Heavy Atom Count: 21
• Complexity: 301

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)OC)C=O)COCC2=CC=CC=C2

Technology Process of Benzaldehyde, 3,6-dimethoxy-2-[(phenylmethoxy)methyl]-

There total 2 articles about Benzaldehyde, 3,6-dimethoxy-2-[(phenylmethoxy)methyl]- 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: 86.0%

2-(2-benzyloxymethyl-3,6-dimethoxy-phenyl)-[1,3]dithiolane (651322-89-3) → 2-benzyloxymethyl-3,6-dimethoxy-benzaldehyde (649774-68-5)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile;

DOI:10.1002/anie.200352591

Reference yield:

2-(2-hydroxymethyl-3,6-dimethoxyphenyl)-1,3-dithiolane (151417-98-0) → 2-benzyloxymethyl-3,6-dimethoxy-benzaldehyde (649774-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH; tetrabutylammnoium iodide / tetrahydrofuran

2: 86 percent / bis(trifluoroacetoxy)iodobenzene / acetonitrile; H₂O

With tetra-(n-butyl)ammonium iodide; sodium hydride; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; water; acetonitrile;

DOI:10.1002/anie.200352591

Reference yield: 69.0%

((1,3-dioxolan-2-yl)methyl)magnesium bromide (180675-22-3) + 2-benzyloxymethyl-3,6-dimethoxy-benzaldehyde (649774-68-5) → 1-(2-benzyloxymethyl-3,6-dimethoxy-phenyl)-2-[1,3]dioxolan-2-yl-ethanol (649774-77-6)

Guidance literature:

With lithium bromide; In tetrahydrofuran; Heating;

DOI:10.1002/anie.200352592

upstream raw materials:

2-(2-benzyloxymethyl-3,6-dimethoxy-phenyl)-[1,3]dithiolane

2-(2-hydroxymethyl-3,6-dimethoxyphenyl)-1,3-dithiolane

Downstream raw materials:

1-(2-benzyloxymethyl-3,6-dimethoxy-phenyl)-2-[1,3]dioxolan-2-yl-ethanol

2-benzyloxymethyl-3-(2-[1,3]dioxolan-2-yl-1-hydroxy-ethyl)-[1,4]benzoquinone

3-(2-benzyloxymethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-hydroxy-propionic acid tert-butyl ester

C₂₈H₂₁NO₉