2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Base Information

Chemical Name:2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol
CAS No.:1311277-66-3
Molecular Formula:C₄₅H₅₀O₁₀
Molecular Weight:750.886
Hs Code.:

Synonyms:2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-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-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-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-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

There total 7 articles about 2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-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:

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

: 1,2-O-Isopropylidene-3-O-benzyl-α-D-ribo-furanuronic acid chloride

: 1311277-66-3
2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Guidance literature:: With pyridine; dmap; In dichloromethane; N,N-dimethyl-formamide; at 4 - 25 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.02.102

Reference yield:

: C₁₆H₂₂O₆

: 1311277-66-3
2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium periodate / methanol; water / Inert atmosphere

2: sodium dihydrogenphosphate; sodium chlorite; dihydrogen peroxide / water; acetonitrile / Inert atmosphere

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 25 °C / Inert atmosphere

4: pyridine; dmap / dichloromethane; N,N-dimethyl-formamide / 4 - 25 °C / Inert atmosphere

With pyridine; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; oxalyl dichloride; dihydrogen peroxide; N,N-dimethyl-formamide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2011.02.102

Reference yield:

: 63593-02-2
3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose

: 1311277-66-3
2,6-anhydro-1,3,5-tri-O-benzyl-4-O-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranosuronyl)-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium dihydrogenphosphate; sodium chlorite; dihydrogen peroxide / water; acetonitrile / Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 25 °C / Inert atmosphere

3: pyridine; dmap / dichloromethane; N,N-dimethyl-formamide / 4 - 25 °C / Inert atmosphere

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; dihydrogen peroxide; N,N-dimethyl-formamide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2011.02.102