N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one

Base Information

• Chemical Name: N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one
• CAS No.: 163628-05-5
• Molecular Formula: C₃₃H₃₂N₂O₅
• Molecular Weight: 536.627

Synonyms:N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one

Chemical Property of N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one

Chemical Property:

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Technology Process of N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one

There total 1 articles about N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one 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:

methyl (N-benzyl-2-O-benzoyl-3-O-benzyl-α,β-D-xylofuranosylamine) uronate + benzylamine (100-46-9) → N-benzyl-(3S,4S,5S,6R)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one + N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one (163628-05-5)

Guidance literature:

With trimethylaluminum; In dichloromethane; toluene; for 1.5h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1080/00397919508012674

Reference yield: 100.0%

N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one (163628-05-5) → N-benzyl-(3S,4S,5R)-3-benzoyloxy-4-benzyloxy-5-hydroxypiperidine

Guidance literature:

With sodium tetrahydroborate; formaldehyd; trifluoroacetic acid; In tetrahydrofuran; for 0.0833333h; Ambient temperature;

DOI:10.1080/00397919508012674

Reference yield: 86.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-N-benzylpiperidine-2-one (163628-05-5) → N-benzyl-(3S,4S,5S,6S)-5-benzoyloxy-4-benzyloxy-3-hydroxy-6-(N-benzyl-N-methyl)piperidin-2-one

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; acetonitrile; for 1h; Ambient temperature;

DOI:10.1080/00397919508012674

upstream raw materials:

benzylamine

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