(4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Base Information

Chemical Name:(4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde
CAS No.:726203-41-4
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

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Chemical Property of (4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

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Technology Process of (4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

There total 9 articles about (4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-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:

: 726203-40-3
[5-(1-benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]methanol

: 726203-41-4
(4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; at -78 ℃; for 3h;

Reference yield:

: 213767-09-0
2,3-O-isopropylidene-L-erythrofuranose

: 726203-41-4
(4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: Mg / diethyl ether / 0.5 h / Heating

1.2: diethyl ether / 5 h / -78 - 20 °C

2.1: imidazole / tetrahydrofuran; dimethylformamide / 1 h / 0 °C

3.1: NaH / tetrahydrofuran / 3 h / 0 °C

4.1: 0.174 g / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

5.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; magnesium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 5.1: Swern oxidation;
DOI:10.1016/j.tet.2004.04.003

Reference yield:

: 666753-21-5
1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-but-3-en-1-ol

: 726203-41-4
(4R,5R)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 3 h / 0 °C

2: 0.174 g / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 3: Swern oxidation;
DOI:10.1016/j.tet.2004.04.003