5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

Base Information

• Chemical Name: 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose
• CAS No.: 4711-03-9
• Molecular Formula: C₈H₁₃N₃O₄
• Molecular Weight: 215.209
• Mol file: 4711-03-9.mol

Synonyms:5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

Chemical Property of 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

There total 2 articles about 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose 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:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (4711-03-9) + (3aR,5R,6S,6aR)-5-(azidomethyl)tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate (172039-03-1)

Guidance literature:

With pyridine; sodium azide; water; p-toluenesulfonyl chloride; urea; Yield given. Yields of byproduct given; Ambient temperature; 1.) room temperature, 2.) DMF, 110 deg C, 20 h;

DOI:10.1135/cccc19961027

Reference yield:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) + p-toluenesulfonyl chloride (98-59-9) → 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (4711-03-9) + (3aR,5R,6S,6aR)-5-(azidomethyl)tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate (172039-03-1)

Guidance literature:

With pyridine; sodium azide; water; urea; Yield given. Yields of byproduct given; Ambient temperature; 1.) room temperature, 2.) DMF, 110 deg C, 20 h;

DOI:10.1135/cccc19961027

Reference yield: 97.0%

5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (4711-03-9) + phenylacetylene (536-74-3) → 1-(5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-phenyl-1H-1,2,3-triazole

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In dichloromethane; water; at 20 ℃; regioselective reaction;

DOI:10.1021/jm901265h

upstream raw materials:

1,2-O-isopropylidene-α-D-xylose

p-toluenesulfonyl chloride

Downstream raw materials:

5-amino-5-deoxy-1,2-O-isopropylidene-a-D-xylofuranose

1,5-Dideoxy-1,5-iminoxylitol

(3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-6-(2-prop-2-ynyloxy-benzyloxy)-tetrahydro-furo[2,3-d][1,3]dioxole

((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetic acid 2-prop-2-ynyloxy-benzyl ester

Refernces