((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

Base Information

Chemical Name:((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate
CAS No.:1384514-19-5
Molecular Formula:C₂₇H₃₅BrO₈S
Molecular Weight:599.54
Hs Code.:

Synonyms:((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

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Chemical Property of ((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

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Technology Process of ((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

There total 8 articles about ((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate 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: 84.0%

: 1384514-20-8
(1S,3S,4R)-1-((2S,4S,5S)-4-(4-bromobenzyloxy)-5-((methylsulfonyloxy)methyl)tetrahydrofuran-2-yl)-4-hydroxy-3-(4-methoxybenzyloxy)hexyl methanesulfonate

: 1384514-19-5
((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/ja304554e

Reference yield:

: 1384514-57-1
(1S,3S,4R)-1-((2S,4S,5S)-4-(4-bromobenzyloxy)-5-((methylsulfonyloxy)methyl)tetrahydrofuran-2-yl)-4-(triethylsilyloxy)-3-(4-methoxybenzyloxy)hexyl methanesulfonate

: 1384514-19-5
((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

: 1384514-20-8
(1S,3S,4R)-1-((2S,4S,5S)-4-(4-bromobenzyloxy)-5-((methylsulfonyloxy)methyl)tetrahydrofuran-2-yl)-4-hydroxy-3-(4-methoxybenzyloxy)hexyl methanesulfonate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ja304554e

Reference yield:

: 1384514-49-1
(3R,4S)-4-(4-methoxybenzyloxy)hept-6-en-3-ol

: 1384514-19-5
((2S,2'R,4S,4'S,5S,5'R)-4-(4-bromobenzyloxy)-5'-ethyl-4'-(4-methoxybenzyloxy)octahydro-[2,2'-bifuran]-5-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

2: Hoveyda-Grubbs catalyst second generation; p-benzoquinone / dichloromethane / 72 h / 40 °C / Inert atmosphere

3: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 96 h / 0 °C

4: camphor-10-sulfonic acid / dichloromethane / 3 h / 0 °C / Inert atmosphere

5: triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; potassium osmate(VI) dihydrate; Hoveyda-Grubbs catalyst second generation; methanesulfonamide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; p-benzoquinone; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja304554e