(2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

Base Information

Chemical Name:(2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde
CAS No.:158226-85-8
Molecular Formula:C₁₃H₁₆O₅
Molecular Weight:252.267
Hs Code.:

Synonyms:(2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

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Chemical Property of (2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

Chemical Property:

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Technology Process of (2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

There total 6 articles about (2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde 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: 90.0%

: 158226-83-6
[(2R,4S,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-methanol

: 158226-85-8
(2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; -78 degC, 10 min, 0 degC, 0.5 h;
DOI:10.1016/S0040-4039(00)77073-0

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 158226-85-8
(2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / p-toluenesulfonic acid / dimethylformamide / 4 h / 40 °C

2: 83 percent / sodium cyanoborohydride, trimethylsilyl triflate / acetonitrile / 2 h / Ambient temperature

3: 91 percent / silver oxide / dimethylformamide / 16 h / 50 °C

4: 87 percent / lithium borohydride / tetrahydrofuran / 0.5 h / Heating

5: 1.) DDQ, 4A molecular sieves; 2.) TsOH / 1.) CH₂Cl₂, rt., 1 h; 2.) toluene, rt., 15 min

6: 90 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 degC, 10 min, 0 degC, 0.5 h

With lithium borohydride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; silver(l) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)77073-0

Reference yield:

: 68572-75-8
diethyl (4R,5R)-2-(4-methoxyphenyl)-1,3-dioxolane-4,5-dicarboxylate

: 158226-85-8
(2R,4R,5S)-5-Methoxy-2-(4-methoxy-phenyl)-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / sodium cyanoborohydride, trimethylsilyl triflate / acetonitrile / 2 h / Ambient temperature

2: 91 percent / silver oxide / dimethylformamide / 16 h / 50 °C

3: 87 percent / lithium borohydride / tetrahydrofuran / 0.5 h / Heating

4: 1.) DDQ, 4A molecular sieves; 2.) TsOH / 1.) CH₂Cl₂, rt., 1 h; 2.) toluene, rt., 15 min

5: 90 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 degC, 10 min, 0 degC, 0.5 h

With lithium borohydride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; silver(l) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)77073-0