2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate

Base Information

• Chemical Name: 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate
• CAS No.: 923952-61-8
• Molecular Formula: C₂₄H₂₁N₃O₆
• Molecular Weight: 447.447

Synonyms:2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate

Chemical Property of 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate

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Technology Process of 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate

There total 6 articles about 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate 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: 93.0%

C18H19N3O5 + benzoic acid anhydride (93-97-0) → 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate (923952-61-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

Reference yield: 93.0%

benzoic acid anhydride (93-97-0) + (2R,4aR,7R,8R,8aS)-7-Azido-2-naphthalen-2-yl-hexahydro-pyrano[3,2-d][1,3]dioxine-6,8-diol → 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate (923952-61-8)

Guidance literature:

With triethylamine; In dichloromethane; cooling;

DOI:10.1021/ol062464t

Reference yield:

N-benzoyloxybenzotriazole (54769-36-7) + (2R,4aR,7R,8R,8aS)-7-Azido-2-naphthalen-2-yl-hexahydro-pyrano[3,2-d][1,3]dioxine-6,8-diol → 2-azido-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate (923952-61-8)

Guidance literature:

With triethylamine;

DOI:10.1021/ja038244h DOI:10.1002/jccs.200400175

upstream raw materials:

N-benzoyloxybenzotriazole

benzoic acid anhydride

2-azido-2-deoxy-1,3,4,6-tetra-O-trimethylsilyl-D-glucopyranose

β-naphthaldehyde

Downstream raw materials:

2-azido-3-O-benzyl-2-deoxy-4,6-O-(2-naphthylmethylidene)-β-D-glucopyranosyl benzoate

2-azido-3-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-β-D-glucopyranosyl benzoate

C₃₈H₃₃N₃O₇

Benzoic acid (2R,3S,4R,5R)-5-azido-4-benzyloxy-3-(naphthalen-2-ylmethoxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethyl ester

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