N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol

Base Information

• Chemical Name: N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol
• CAS No.: 121251-74-9
• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.488

Synonyms:N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol

Chemical Property of N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol

Chemical Property:

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Technology Process of N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol

There total 6 articles about N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol 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: 76.0%

N-benzyl-4-O-benzyl-6-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-L-mannono-δ-lactam (121250-65-5) → N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol (121251-74-9)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride;

DOI:10.1016/0040-4039(88)85305-X

Reference yield: 67.0%

1,6-anhydro-N,4-O-dibenzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannopyranose (138943-76-7) → N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol (121251-74-9)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; for 0.25h;

Reference yield: 40.0%

N,4-O-dibenzyl-2,3-O-isopropylidene-L-mannono-δ-lactam (138943-77-8) → N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannitol (121251-74-9) + 1,6-anhydro-N,4-O-dibenzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannopyranose (138943-76-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h;

upstream raw materials:

N-benzyl-4-O-benzyl-6-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-L-mannono-δ-lactam

1,6-anhydro-N,4-O-dibenzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-L-mannopyranose

N,4-O-dibenzyl-2,3-O-isopropylidene-L-mannono-δ-lactam

benzyl bromide

Downstream raw materials:

(3aS,6R,7S,7aS)-5-Benzyl-7-benzyloxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carbaldehyde

L-6-epicastanospermine

L-1,6-diepicastanospermine

N-benzyl-4-O-benzyl-1,5,7,8-tetradeoxy-1,5-imino-2,3-O-isopropylidene-DL-glycero-L-manno-oct-7-enitol

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