(Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide

Base Information

• Chemical Name: (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide
• CAS No.: 162740-22-9
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357

Synonyms:(Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide

Chemical Property of (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide

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Technology Process of (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide

There total 1 articles about (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide 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: 80.0%

N-benzyl hydroxylalmine (622-30-0) + 3-O-acetyl-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose (24807-97-4) → (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide (162740-22-9)

Guidance literature:

With magnesium sulfate; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1080/00397919408010565

Reference yield:

trimethylsilyl cyanide (7677-24-9) + (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide (162740-22-9) → Acetic acid (3aR,5R,6S,6aR)-5-[(S)-(benzyl-hydroxy-amino)-cyano-methyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester + Acetic acid (3aR,5R,6S,6aR)-5-[(R)-(benzyl-hydroxy-amino)-cyano-methyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Guidance literature:

In methanol; at 0 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1021/jo961293a

Reference yield:

diethylaluminium cyanide (5804-85-3) + (Z)-N-(3-O-acetyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-1,4-furanose-5-yliden)benzylamine N-oxide (162740-22-9) → Acetic acid (3aR,5R,6S,6aR)-5-[(S)-(benzyl-hydroxy-amino)-cyano-methyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester + Acetic acid (3aR,5R,6S,6aR)-5-[(R)-(benzyl-hydroxy-amino)-cyano-methyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Guidance literature:

In tetrahydrofuran; at -60 ℃; for 6h; Yield given. Yields of byproduct given;

DOI:10.1021/jo961293a

upstream raw materials:

N-benzyl hydroxylalmine

3-O-acetyl-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose

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