2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

Base Information

Chemical Name:2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt
CAS No.:1228577-26-1
Molecular Formula:C₄₅H₆₄O₁₈S₂
Molecular Weight:957.124
Hs Code.:

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

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Chemical Property of 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

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Technology Process of 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

There total 12 articles about 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt 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:

: 1228577-20-5
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-methoxymethyl-D-mannitol

: 1228577-26-1
2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C

3.1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / acetone; tert-butyl alcohol / 48 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C

5.1: hydrogen / palladium hydroxide, 20 wt% on carbon / methanol / 1 h / 5171.62 Torr

6.1: thionyl chloride; triethylamine / dichloromethane / 0.75 h / Cooling with ice

7.1: sodium periodate / ruthenium trichloride / tetrachloromethane; water; acetonitrile / 2 h / 20 °C

8.1: 1,1,1,3',3',3'-hexafluoro-propanol; potassium carbonate / 144 h / 72 °C / Sealed vessel

With sodium periodate; n-butyllithium; thionyl chloride; 1,1,1,3',3',3'-hexafluoro-propanol; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; osmium(VIII) oxide; palladium hydroxide, 20 wt% on carbon; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;

Reference yield:

: C₁₈H₂₄O₇

: 1228577-26-1
2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / acetone; tert-butyl alcohol / 48 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C

4.1: hydrogen / palladium hydroxide, 20 wt% on carbon / methanol / 1 h / 5171.62 Torr

5.1: thionyl chloride; triethylamine / dichloromethane / 0.75 h / Cooling with ice

6.1: sodium periodate / ruthenium trichloride / tetrachloromethane; water; acetonitrile / 2 h / 20 °C

7.1: 1,1,1,3',3',3'-hexafluoro-propanol; potassium carbonate / 144 h / 72 °C / Sealed vessel

With sodium periodate; n-butyllithium; thionyl chloride; 1,1,1,3',3',3'-hexafluoro-propanol; water; hydrogen; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; osmium(VIII) oxide; palladium hydroxide, 20 wt% on carbon; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1228577-17-0
5,7-O-benzylidene-1,2-dideoxy-3,6-O-isopropylidene-4-O-(methoxymethyl)-D-mannohept-1-enitol

: 1228577-26-1
2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6R]-2,5-isopropylidene-4,6,7-tri-O-methoxymethyl-3-(sulfooxy)heptyl]-(R)-epi-sulfoniumylidine]-D-arabinitol inner salt

Guidance literature:: Multi-step reaction with 6 steps

1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / acetone; tert-butyl alcohol / 48 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C

3: hydrogen / palladium hydroxide, 20 wt% on carbon / methanol / 1 h / 5171.62 Torr

4: thionyl chloride; triethylamine / dichloromethane / 0.75 h / Cooling with ice

5: sodium periodate / ruthenium trichloride / tetrachloromethane; water; acetonitrile / 2 h / 20 °C

6: 1,1,1,3',3',3'-hexafluoro-propanol; potassium carbonate / 144 h / 72 °C / Sealed vessel

With sodium periodate; thionyl chloride; 1,1,1,3',3',3'-hexafluoro-propanol; water; hydrogen; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; osmium(VIII) oxide; palladium hydroxide, 20 wt% on carbon; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;