(3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

Base Information

Chemical Name:(3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde
CAS No.:70932-48-8
Molecular Formula:C₁₂H₁₈O₆
Molecular Weight:258.271
Hs Code.:

Synonyms:(3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

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Chemical Property of (3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

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Technology Process of (3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

There total 1 articles about (3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-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:

: 4933-77-1,70932-48-8,78654-58-7
(3aR,5R,5aR,8aS,8bS)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

Guidance literature:: Galactopyranose 3, (Py-Chlorochromat Reagenz);

Reference yield: 84.0%

: 70932-48-8
(3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

: 4064-06-6,27108-09-4,72361-04-7,99166-41-3,110319-61-4,148623-63-6,150199-47-6,70932-37-5
1,2:3,4-di-O-isopropylidene-α-L-galactopyranose

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 3.5h;
DOI:10.1081/CAR-100102541

Reference yield:

: 70932-48-8
(3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

: 447-25-6,18961-68-7,34168-77-9,62182-12-1,62182-13-2,143616-86-8,502642-85-5
6-fluoro-L-6-deoxy-galactose

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / LiAlH₄ / tetrahydrofuran / 3.5 h / 20 °C

2: 95 percent / collidine / CH₂Cl₂ / 2 h / 20 °C

3: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / 20 °C

4: 90 percent trifluoroacetic acid / 2 h / 20 °C

With 2,3,5-trimethyl-pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1081/CAR-100102541