(4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane
CAS No.:1423808-54-1
Molecular Formula:C₂₃H₂₉IO₅
Molecular Weight:512.385
Hs Code.:

Synonyms:(4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

There total 6 articles about (4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane 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: 92.0%

: 1423808-53-0
(4R,5R)-5-(S)-1-((benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

: 1423808-54-1
(4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In diethyl ether; acetonitrile; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2012.12.114

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1423808-54-1
(4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: di(n-butyl)tin oxide / toluene / 8 h / Reflux

1.2: 12 h / Reflux

2.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 8 h / 0 - 20 °C

3.1: periodic acid / ethyl acetate / 1 h / 0 - 20 °C

4.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

5.1: iodine; triphenylphosphine; 1H-imidazole / acetonitrile; diethyl ether / 2 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; periodic acid; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2012.12.114

Reference yield:

: 38145-93-6,58846-25-6,73745-56-9
(S)-1-((4R,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethane-1,2-diol

: 1423808-54-1
(4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: di(n-butyl)tin oxide / toluene / 8 h / Reflux

1.2: 12 h / Reflux

2.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 8 h / 0 - 20 °C

3.1: periodic acid / ethyl acetate / 1 h / 0 - 20 °C

4.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

5.1: iodine; triphenylphosphine; 1H-imidazole / acetonitrile; diethyl ether / 2 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; periodic acid; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2012.12.114