(2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol

Base Information

• Chemical Name: (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol
• CAS No.: 133932-39-5
• Molecular Formula: C₂₀H₃₁NO₈
• Molecular Weight: 413.468

Synonyms:(2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol

Chemical Property of (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol

There total 3 articles about (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol 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:

C43H45NO14 → (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol (133932-39-5)

Guidance literature:

With sodium hydroxide; In methanol; at 25 ℃; for 1h;

DOI:10.1021/ja00087a005

Reference yield:

2,6-dideoxy-3,4-O-bis(4-methoxybenzoyl)allose sulfoxide → (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol (133932-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 2,6-di-tert-butyl-4-methylpyridine, triflic anhydride / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, from -78 deg C to 25 deg C, 1 h

2: 1.) NaH, HMPA / 1.) Et₂O, -24 deg C, 2.) Et₂O, from -24 deg C to -0.5 deg C, 1 h

3: aq. NaOH / methanol / 1 h / 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; sodium hydride; In methanol;

DOI:10.1021/ja00087a005

Reference yield:

C25H29NO10 (157487-15-5) → (2R,3S,4S,6S)-6-[N-((2R,3S,4S,5R,6S)-5-Benzyloxy-4-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)aminooxy]-2-methyl-tetrahydro-pyran-3,4-diol (133932-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, HMPA / 1.) Et₂O, -24 deg C, 2.) Et₂O, from -24 deg C to -0.5 deg C, 1 h

2: aq. NaOH / methanol / 1 h / 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium hydride; In methanol;

DOI:10.1021/ja00087a005

upstream raw materials:

C₂₅H₂₉NO₁₀

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