methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose

Base Information

Chemical Name:methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose
CAS No.:914784-17-1
Molecular Formula:C₂₉H₃₅NO₈
Molecular Weight:525.599
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose

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Chemical Property of methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose

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Technology Process of methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose

There total 2 articles about methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose 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: 81.0%

: 914784-16-0
N-benzyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-L-ribose

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 914784-17-1
methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose

Guidance literature:: methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -40 ℃; for 0.5h;

N-benzyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-L-ribose; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; toluene; at -85 ℃;
DOI:10.1002/ejoc.200600199

Reference yield:

: 117859-47-9
N-benzyl-1,4-dideoxy-5,6-O-isopropylidene-1,4-imino-D-allitol

: 914784-17-1
methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/1S)-2,5-(benzylimino)-2,5-dideoxy-3,4-O-isopropylidene-L-ribitol-1C-yl]-α-D-ribo-hexopyranosid-3-ulose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / aq. NaIO₄; silica gel / CH₂Cl₂

2.1: KHMDS / toluene; tetrahydrofuran / 0.5 h / -40 °C

2.2: 81 percent / HMPA / tetrahydrofuran; toluene / -85 °C

With sodium periodate; silica gel; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/ejoc.200600199