5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

Base Information

Chemical Name:5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone
CAS No.:117238-32-1
Molecular Formula:C₁₃H₁₅N₃O₄
Molecular Weight:277.28
Hs Code.:

Synonyms:5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

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Chemical Property of 5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

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Technology Process of 5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

There total 9 articles about 5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone 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:

: 14686-89-6
(1,2:5,6)-di-O-isopropylidene-D-gulose

: 117238-32-1
5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydride, tetrabutylammonium iodide

2: acetic acid / H₂O

3: 85 percent / pyridine

4: 94 percent / lithium triethylborohydride / tetrahydrofuran

5: 4-(diethylamino)pyridine / pyridine

6: 84 percent / sodium azide / dimethylformamide

7: 1.) trifluoroacetic acid; 2.) bromine, barium carbonate / 1.) water; 2.) aqueous dioxane

8: 1.) trifluoromethanesulphonic anhydride, pyridine; 2.) sodium trifluoro acetate; 3.) methanol-water / 2.) DMF

With pyridine; methanol; diethyl-pyridin-4-yl-amine; sodium azide; trifluoromethylsulfonic anhydride; bromine; sodium 2,2,2-trifluoroacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; acetic acid; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide;
DOI:10.1039/c39880000483

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 117238-32-1
5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / pyridine

2: 94 percent / lithium triethylborohydride / tetrahydrofuran

3: 4-(diethylamino)pyridine / pyridine

4: 84 percent / sodium azide / dimethylformamide

5: 1.) trifluoroacetic acid; 2.) bromine, barium carbonate / 1.) water; 2.) aqueous dioxane

6: 1.) trifluoromethanesulphonic anhydride, pyridine; 2.) sodium trifluoro acetate; 3.) methanol-water / 2.) DMF

With pyridine; methanol; diethyl-pyridin-4-yl-amine; sodium azide; trifluoromethylsulfonic anhydride; bromine; sodium 2,2,2-trifluoroacetate; lithium triethylborohydride; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;
DOI:10.1039/c39880000483

Reference yield:

: 22331-21-1
1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose

: 117238-32-1
5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone

Guidance literature:: Multi-step reaction with 7 steps

1: acetic acid / H₂O

2: 85 percent / pyridine

3: 94 percent / lithium triethylborohydride / tetrahydrofuran

4: 4-(diethylamino)pyridine / pyridine

5: 84 percent / sodium azide / dimethylformamide

6: 1.) trifluoroacetic acid; 2.) bromine, barium carbonate / 1.) water; 2.) aqueous dioxane

7: 1.) trifluoromethanesulphonic anhydride, pyridine; 2.) sodium trifluoro acetate; 3.) methanol-water / 2.) DMF

With pyridine; methanol; diethyl-pyridin-4-yl-amine; sodium azide; trifluoromethylsulfonic anhydride; bromine; sodium 2,2,2-trifluoroacetate; lithium triethylborohydride; acetic acid; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide;
DOI:10.1039/c39880000483