3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

Base Information

Chemical Name:3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde
CAS No.:403706-08-1
Molecular Formula:C₂₁H₂₀O₅
Molecular Weight:352.387
Hs Code.:

Synonyms:3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

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Chemical Property of 3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

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Technology Process of 3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

There total 5 articles about 3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde 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: 67.0%

: 4-[(1,3)-dioxolan-2-yl]-2,6-dimethoxyphenyl lead triacetate

: 22273-56-9
4-hydroxy-5-methoxy-2-methyl-naphthalene

: 403706-08-1
3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

Guidance literature:: 4-[(1,3)-dioxolan-2-yl]-2,6-dimethoxyphenyl lead triacetate; 4-hydroxy-5-methoxy-2-methyl-naphthalene; With pyridine; In dichloromethane; at 20 ℃; for 24h;

With hydrogenchloride; for 1h;
DOI:10.1021/jo0611364

Reference yield:

: 1026521-56-1
2-(4-[1,3]dioxolan-2-yl-2,6-dimethoxy-phenyl)-8-methoxy-3-methyl-naphthalen-1-ol

: 403706-08-1
3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

Guidance literature:: With sulfuric acid; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol017258u

Reference yield:

: 56518-59-3
3,5-dimethoxy-4-iodobenzaldehyde

: 403706-08-1
3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuLi; Bu₃SnCl / tetrahydrofuran / -95 - 20 °C

1.2: Pb(OAc)4 / Hg(OAc)2 / CH₂Cl₂ / 24 h / 20 °C

1.3: pyridine / CH₂Cl₂ / 24 h / 20 °C

2.1: aq. H₂SO₄ / tetrahydrofuran / 1 h / 20 °C

With sulfuric acid; tributyltin chloride; tert.-butyl lithium; In tetrahydrofuran;
DOI:10.1021/ol017258u