Montadial

Base Information

• Chemical Name: Montadial
• CAS No.: 247132-16-7
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.225
• NSC Number: 733438
• DSSTox Substance ID: DTXSID20434181
• Nikkaji Number: J1.196.053G
• Wikidata: Q77572354
• Metabolomics Workbench ID: 102701
• ChEMBL ID: CHEMBL480468
• Mol file: 247132-16-7.mol

Synonyms:montadial A

Chemical Property of Montadial

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 285

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCC1=C(C(=CC(=C1)C=O)O)O)C=O
• Isomeric SMILES: C/C(=C\CC1=C(C(=CC(=C1)C=O)O)O)/C=O

Technology Process of Montadial

There total 5 articles about Montadial 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: 19.0%

3,4-dihydroxy-5-(3’-methyl-2’-buten-1’-yl)benzaldehyde (161095-35-8) → 3,4-dihydroxy-5-(3'-methyl-4'-oxobut-2'-enyl)benzaldehyde (247132-16-7)

Guidance literature:

With tert.-butylhydroperoxide; selenium(IV) oxide; silica gel; microwave irradiation;

DOI:10.1016/j.tetlet.2005.03.187

Reference yield:

2-(3,4-bis-benzyloxy-5-bromo-phenyl)-[1,3]dioxolane (854920-58-4) → 3,4-dihydroxy-5-(3'-methyl-4'-oxobut-2'-enyl)benzaldehyde (247132-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / nBuLi; CuBr*Me₂S / benzene; diethyl ether

2: 76 percent / Na / butan-2-ol / 80 °C

3: 19 percent / SeO₂; SiO₂; tBuOOH / microwave irradiation

With tert.-butylhydroperoxide; n-butyllithium; selenium(IV) oxide; copper(I) bromide dimethylsulfide complex; sodium; silica gel; In diethyl ether; iso-butanol; benzene;

DOI:10.1016/j.tetlet.2005.03.187

Reference yield:

2-[3,4-bis-benzyloxy-5-(3-methyl-but-2-enyl)-phenyl]-[1,3]dioxolane (854920-59-5) → 3,4-dihydroxy-5-(3'-methyl-4'-oxobut-2'-enyl)benzaldehyde (247132-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / Na / butan-2-ol / 80 °C

2: 19 percent / SeO₂; SiO₂; tBuOOH / microwave irradiation

With tert.-butylhydroperoxide; selenium(IV) oxide; sodium; silica gel; In iso-butanol;

DOI:10.1016/j.tetlet.2005.03.187

upstream raw materials:

3,4-dihydroxy-5-(3’-methyl-2’-buten-1’-yl)benzaldehyde

2-(3,4-bis-benzyloxy-5-bromo-phenyl)-[1,3]dioxolane

2-[3,4-bis-benzyloxy-5-(3-methyl-but-2-enyl)-phenyl]-[1,3]dioxolane

3-bromo-4,5-dihydroxybenzaldehyde