2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

Base Information

Chemical Name:2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol
CAS No.:1628061-87-9
Molecular Formula:C₂₃H₃₄O₆
Molecular Weight:406.519
Hs Code.:

Synonyms:2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

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Chemical Property of 2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

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Technology Process of 2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

There total 3 articles about 2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol 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: 91.0%

: 1628061-86-8
C₂₃H₃₂O₆

: 1628061-87-9
2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 16h;
DOI:10.1039/c4md00074a

Reference yield:

: 55385-72-3
(3aS,3bR,7aS,8aR)-2,2,5,5-tetramethyltetrahydro-8aH-[1,3]dioxolo[4′,5′:4,5]furo[3,2-d][1,3]dioxine-8a-carbaldehyde

: 1628061-87-9
2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere

1.2: 15 h / -78 - 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h

With palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate;
DOI:10.1039/c4md00074a

Reference yield:

: 17682-70-1
2,3:4,6-bis-O-isopropylidene-L-sorbose

: 1628061-87-9
2,3:4,6-di-o-isopropylidene-(2R,3S,4S,5S)-2-(5-(benzyloxy)-pentyl)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 4 h / 80 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere

2.2: 15 h / -78 - 20 °C / Inert atmosphere

3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h

With palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethyl acetate;
DOI:10.1039/c4md00074a