methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside
CAS No.:914784-22-8
Molecular Formula:C₂₉H₃₅NO₇
Molecular Weight:509.599
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

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Technology Process of methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

There total 5 articles about methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside 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: 87.0%

: 914784-20-6
methyl 4,6-O-benzylidene-2-deoxy-2-[(1E)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-erythro-hexopyranosid-3-ulose

: 914784-22-8
methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; for 0.166667h;
DOI:10.1002/ejoc.200600199

Reference yield:

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

: 914784-22-8
methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 81 percent / HMPA / tetrahydrofuran; toluene / -85 °C

2.1: 34 percent / Et₂NSF₃ / CH₂Cl₂ / 4 h / -78 - 25 °C

3.1: 87 percent / NaBH₄; CeCl₃ / methanol / 0.17 h

With sodium tetrahydroborate; cerium(III) chloride; diethylamino-sulfur trifluoride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/ejoc.200600199

Reference yield:

: 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

: 914784-22-8
methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 34 percent / Et₂NSF₃ / CH₂Cl₂ / 4 h / -78 - 25 °C

2: 87 percent / NaBH₄; CeCl₃ / methanol / 0.17 h

With sodium tetrahydroborate; cerium(III) chloride; diethylamino-sulfur trifluoride; In methanol; dichloromethane;
DOI:10.1002/ejoc.200600199