5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

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Chemical Name:5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose
CAS No.:883743-21-3
Molecular Formula:C₂₃H₂₇N₃O₅
Molecular Weight:425.484
Hs Code.:

Synonyms:5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

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Chemical Property of 5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

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Technology Process of 5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

There total 4 articles about 5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose 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:

: 883743-18-8
Methanesulfonic acid (5S,8R,9R)-9-benzyloxy-2,2-dimethyl-10-oxo-1,3,6-trioxa-spiro[4.5]dec-8-yl ester

: 883743-21-3
5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / NaBH₄ / methanol / 0 °C

2: 82 percent / LiN₃ / dimethylformamide / 2 h / 100 °C

3: 85 percent / NaH / dimethylformamide / 0.25 h / 20 °C

With sodium tetrahydroborate; lithium azide; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.12.023

Reference yield:

: 883743-19-9
4-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-β-D-psicopyranose

: 883743-21-3
5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / LiN₃ / dimethylformamide / 2 h / 100 °C

2: 85 percent / NaH / dimethylformamide / 0.25 h / 20 °C

With lithium azide; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.12.023

Reference yield:

: 883743-17-7
4-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-β-D-fructopyranose

: 883743-21-3
5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-tagatopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

2: 76 percent / NaBH₄ / methanol / 0 °C

3: 82 percent / LiN₃ / dimethylformamide / 2 h / 100 °C

4: 85 percent / NaH / dimethylformamide / 0.25 h / 20 °C

With sodium tetrahydroborate; lithium azide; sodium hydride; Dess-Martin periodane; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2005.12.023