5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal

Base Information

• Chemical Name: 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal
• CAS No.: 119384-63-3
• Molecular Formula: C₂₃H₂₃BrO₄
• Molecular Weight: 443.337
• Mol file: 119384-63-3.mol

Synonyms:5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal

Chemical Property of 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal

There total 4 articles about 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal 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: 91.0%

3,4-Bis(benzyloxy)-5-brombenzaldehyd (124662-50-6) + trimethyl orthoformate (149-73-5) → 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal (119384-63-3)

Guidance literature:

With ammonium chloride; In methanol; for 4h; Heating;

DOI:10.1248/cpb.37.1441

Reference yield: 91.0%

methanol (67-56-1) + 3,4-Bis(benzyloxy)-5-brombenzaldehyd (124662-50-6) → 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal (119384-63-3)

Guidance literature:

With ammonium chloride; trimethyl orthoformate;

DOI:10.1039/c39880000749

Reference yield:

3-bromo-4,5-dihydroxybenzaldehyde (16414-34-9) → 5-bromo-3,4-benzyloxybenzaldehyde dimethyl acetal (119384-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / potassium carbonate / dimethylformamide / 3 h / Heating

2: 91 percent / ammonium chloride / methanol / 4 h / Heating

With ammonium chloride; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.37.1441

upstream raw materials:

3,4-Bis(benzyloxy)-5-brombenzaldehyd

trimethyl orthoformate

methanol

3-bromo-4,5-dihydroxybenzaldehyde

Downstream raw materials:

(2R,3R)-3,5,7-Trihydroxy-2-[(2S,3R)-7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-hydroxymethyl-2,3-dihydro-benzofuran-5-yl]-chroman-4-one

(+/-)-silychristin

{3-[(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-oxiranyl}-(2,4,6-tris-methoxymethoxy-phenyl)-methanone

(E)-3-[(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-1-(2,4,6-tris-methoxymethoxy-phenyl)-propenone

Refernces

• 1、 Tanaka, Hitoshi,Hiroo, Masaru,Ichino, Kazuhiko,Ito, Kazuo. "Total Synthesis of Silychristin, an Antihepatotoxic Flavonolignan". . p. 749 - 751. Retrieved 2007/10/02.