2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde

Base Information

• Chemical Name: 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde
• CAS No.: 398518-78-0
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 398518-78-0.mol

Synonyms:2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde

Chemical Property of 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde

There total 9 articles about 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde 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: 99.0%

2,4-dideoxy-3,5-O-[(4-methoxyphenyl)methylene]-2,4-dimethyl-L-arabinitol (517906-83-1) → 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde (398518-78-0)

Guidance literature:

2,4-dideoxy-3,5-O-[(4-methoxyphenyl)methylene]-2,4-dimethyl-L-arabinitol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -45 ℃; for 1h;

With triethylamine; In dichloromethane; at 0 ℃; for 0.25h; Further stages.;

DOI:10.1002/anie.200605198

Reference yield: 91.0%

(R)-N-methoxy-2-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-1-[1,3]dioxin-4-yl]-N-methylpropionamide → 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde (398518-78-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; water; ethyl acetate; at -75 - -20 ℃; for 1.75h; Large scale;

DOI:10.1021/op034132z

Reference yield:

C25H29NO6 (947613-25-4) → 2-[(4R,5S,6S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]propionaldehyde (398518-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiBH₄ / ethanol; tetrahydrofuran / 4 h / 20 °C

2.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -45 °C

2.2: 99 percent / NEt₃ / CH₂Cl₂ / 0.25 h / 0 °C

With lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/anie.200605198

upstream raw materials:

2,4-dideoxy-3,5-O-[(4-methoxyphenyl)methylene]-2,4-dimethyl-L-arabinitol

C₂₅H₂₉NO₆

O-(4-methoxybenzyl)-trichloroacetimidate

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

Downstream raw materials:

C₁₈H₂₆O₅

C₁₈H₂₈O₅

C₃₀H₅₆O₅Si₂

2,4-dideoxy-3,5-O-[(4-methoxyphenyl)methylene]-2,4-dimethyl-L-arabinitol