2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Base Information

Chemical Name:2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol
CAS No.:1311277-65-2
Molecular Formula:C₃₀H₃₄O₅
Molecular Weight:474.597
Hs Code.:

Synonyms:2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

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Chemical Property of 2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

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Technology Process of 2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

There total 4 articles about 2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol 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: 73.0%

: 187152-84-7
methyl 2,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-α-D-mannopyranoside

: 762-72-1
allyl-trimethyl-silane

: 1311277-65-2
2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -10 - 25 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.02.102

Reference yield:

: 100-39-0
benzyl bromide

: 1311277-65-2
2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / -10 - 25 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2011.02.102

Reference yield:

: 617-04-9
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

: 1311277-65-2
2,6-anhydro-1,3,5-tri-O-benzyl-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / methanol / Inert atmosphere; Reflux

1.2: Inert atmosphere

2.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

3.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / -10 - 25 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2011.02.102