(4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

Base Information

Chemical Name:(4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane
CAS No.:1256633-73-4
Molecular Formula:C₂₂H₃₁IO₅
Molecular Weight:502.39
Hs Code.:

Synonyms:(4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

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Chemical Property of (4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

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Technology Process of (4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

There total 5 articles about (4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane 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: 72.0%

: 1256633-72-3
(2S,3R,5R,6E,8E)-1-(3,4-dimethoxybenzyloxy)-9-iodo-2-methylnona-6,8-diene-3,5-diol

: 77-76-9
2,2-dimethoxy-propane

: 1256633-73-4
(4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol102425n

Reference yield:

: 1256633-59-6
(2S,5R,6E,8E)-1-(3,4-dimethoxybenzyloxy)-5-hydroxy-9-iodo-2-methylnona-6,8-dien-3-one

: 1256633-73-4
(4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 3 steps

1: samarium diiodide / tetrahydrofuran / 0.75 h / -20 °C / Inert atmosphere

2: water; potassium carbonate / methanol / 16 h / 20 °C

3: pyridinium p-toluenesulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

With samarium diiodide; water; pyridinium p-toluenesulfonate; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; 1: Evans-Tishchenko reduction;
DOI:10.1021/ol102425n

Reference yield:

: 1256633-60-9
C₂₂H₃₁IO₆

: 1256633-73-4
(4R,6R)-4-((S)-1-(3,4-dimethoxybenzyloxy)propan-2-yl)-6-((1E,3E)-4-iodobuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: water; potassium carbonate / methanol / 16 h / 20 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

With water; pyridinium p-toluenesulfonate; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/ol102425n