(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

Base Information

Chemical Name:(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran
CAS No.:1427381-92-7
Molecular Formula:C₄₄H₆₈I₂O₄
Molecular Weight:914.831
Hs Code.:

Synonyms:(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

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Chemical Property of (2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

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Technology Process of (2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

There total 9 articles about (2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran 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: 89.0%

: 1427381-91-6
(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-chloroundecyl)octahydro-2,2'-bifuran

: 1427381-92-7
(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

Guidance literature:: With sodium iodide; In acetone; for 16h; Reflux;
DOI:10.1016/j.tet.2013.02.015

Reference yield:

: 1427381-68-7
(3R,4R,8R,9R,13R,14R)-1,16-diphenyl-3,4,8,9,13,14-hexavinyl-2,5,7,10,12,15-hexaoxahexadecane

: 1427381-92-7
(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

Guidance literature:: Multi-step reaction with 8 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 3 h / 75 °C / Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.33 h / Inert atmosphere

2.2: Reflux; Inert atmosphere

3.1: triethylamine; palladium 10% on activated carbon; hydrogen / 3 h / 20 °C / 760.05 Torr

4.1: hydrogenchloride / methanol / 5 h / Reflux

5.1: toluene-4-sulfonic acid / dichloromethane / 16 h / 20 °C

6.1: triethylamine / dichloromethane / 5 h / 20 °C

7.1: toluene-4-sulfonic acid / water; methanol / 5 h / 60 °C

7.2: 16 h / 20 °C

8.1: sodium iodide / acetone / 16 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; triethylamine; sodium iodide; In methanol; dichloromethane; water; acetone; toluene;
DOI:10.1016/j.tet.2013.02.015

Reference yield:

: 1427381-75-6
(4R,4'R,7R,7'R)-7,7'-bis((R)-1-(benzyloxy)allyl)-4,4',7,7'-tetrahydro-4,4'-bi(1,3-dioxepine)

: 1427381-92-7
(2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran

Guidance literature:: Multi-step reaction with 7 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.33 h / Inert atmosphere

1.2: Reflux; Inert atmosphere

2.1: triethylamine; palladium 10% on activated carbon; hydrogen / 3 h / 20 °C / 760.05 Torr

3.1: hydrogenchloride / methanol / 5 h / Reflux

4.1: toluene-4-sulfonic acid / dichloromethane / 16 h / 20 °C

5.1: triethylamine / dichloromethane / 5 h / 20 °C

6.1: toluene-4-sulfonic acid / water; methanol / 5 h / 60 °C

6.2: 16 h / 20 °C

7.1: sodium iodide / acetone / 16 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; triethylamine; sodium iodide; In methanol; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2013.02.015