(3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol

Base Information

• Chemical Name: (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol
• CAS No.: 815626-24-5
• Molecular Formula: C₁₆H₂₁N₃O₅
• Molecular Weight: 335.36
• Mol file: 815626-24-5.mol

Synonyms:(3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol

Chemical Property of (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol

There total 2 articles about (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol 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: 92.0%

2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate (128716-55-2) → (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol (815626-24-5)

Guidance literature:

With thiophenol; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 0.0833333h; Ambient temperature;

DOI:10.1016/0008-6215(91)89056-L

Reference yield: 87.0%

Phenyl 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-1-seleno-α-D-galactopyranoside → (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol (815626-24-5)

Guidance literature:

With water; mercury(II) trifluoroacetate; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1139/v95-046

Reference yield:

acetic anhydride (108-24-7) + (3aR,4R,7R,7aR)-7-azido-4-((benzyloxy)methyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-ol (815626-24-5) → 1-O-acetyl-2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranose + 1-O-acetyl-2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranose

Guidance literature:

With pyridine; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0008-6215(95)00346-0

upstream raw materials:

2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate