4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

Base Information

Chemical Name:4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde
CAS No.:330970-44-0
Molecular Formula:C₁₈H₂₂O₆
Molecular Weight:334.369
Hs Code.:

Synonyms:4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

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Chemical Property of 4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

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Technology Process of 4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

There total 3 articles about 4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde 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: 80.0%

: 330970-43-9
1-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-[1,3]dioxolan-2-yl-propan-1-one

: 330970-44-0
4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

Guidance literature:: With acetic acid; at 70 ℃; for 2h;
DOI:10.1016/S0040-4039(00)02103-1

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 330970-44-0
4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg / diethyl ether

1.2: 90 percent / diethyl ether / -78 - 20 °C

2.1: 92 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 4 h / -78 - 20 °C

3.1: 80 percent / 80 percent aq. AcOH / 2 h / 70 °C

With oxalyl dichloride; magnesium; acetic acid; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; 1.2: Grignard reaction / 2.1: Swern oxidation;
DOI:10.1016/S0040-4039(00)02103-1

Reference yield:

: 330970-46-2
1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-[1,3]dioxolan-2-yl-propan-1-ol

: 330970-44-0
4-((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-oxo-butyraldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 4 h / -78 - 20 °C

2: 80 percent / 80 percent aq. AcOH / 2 h / 70 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1016/S0040-4039(00)02103-1