(6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

Base Information

• Chemical Name: (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde
• CAS No.: 430425-35-7
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 430425-35-7.mol

Synonyms:(6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

Chemical Property of (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

There total 1 articles about (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde 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: 95.0%

(2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane (430425-32-4) → (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde (430425-35-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1021/jo0163400

Reference yield: 72.0%

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) + (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde (430425-35-7) → (Z)-4-((2R,4S,6R)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester

Guidance literature:

With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.333333h;

DOI:10.1021/jo0163400

Reference yield:

(6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde (430425-35-7) → (R)-1-methyl-2-[(S)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl 3-(3,4-dihydroxyphenyl)propanoate (71939-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 72 percent / KN(TMS)2; 18-crown-6 / tetrahydrofuran; toluene / 0.33 h / -78 °C

2.1: acetic acid; H₂O / 4 h / 60 °C

2.2: p-toluenesulfonic acid / benzene / 2 h

2.3: 71 percent / dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h

3.1: 85 percent / benzoic acid; tetra-n-butylammonium fluoroborate / tetrahydrofuran / 2 h / 20 °C

With 18-crown-6 ether; tetrabutylammonium tetrafluoroborate; potassium hexamethylsilazane; benzoic acid; In tetrahydrofuran; water; acetic acid; toluene; 1.1: Still olefination;

DOI:10.1021/jo0163400

upstream raw materials:

(2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Downstream raw materials:

(R)-1-methyl-2-[(S)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl 3-(3,4-dihydroxyphenyl)propanoate

(-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate