(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Base Information

Chemical Name:(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
CAS No.:254894-35-4
Molecular Formula:C₁₆H₂₁IO₃
Molecular Weight:388.245
Hs Code.:

Synonyms:(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Chemical Property of (2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Technology Process of (2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

There total 3 articles about (2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[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:

: Trifluoro-methanesulfonic acid (S)-2-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-methylene-propyl ester

: 254894-35-4
(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Trifluoro-methanesulfonic acid (S)-2-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-methylene-propyl ester; With tri-n-butyl-tin hydride; Bu₂CuLi*LiCN; In tetrahydrofuran;

With aluminum oxide; iodine; In tetrachloromethane;
DOI:10.1021/ja992134m

Reference yield:

: 254894-58-1
(2S,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-4-((R)-1-methyl-allyl)-[1,3]dioxane

: 254894-35-4
(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 56 percent / O₂; PdCl₂; aq. CuCl / dimethylformamide

2.1: KHMDS / tetrahydrofuran

3.1: Bu₂CuLi*LiCN; Bu₃SnH / tetrahydrofuran

3.2: I₂; alumina / CCl₄

With oxygen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; Bu₂CuLi*LiCN; copper(l) chloride; palladium dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Oxidation / 2.1: enol protection / 3.1: Substitution / 3.2: Substitution;
DOI:10.1021/ja992134m

Reference yield:

: 254894-31-0
(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

: 254894-35-4
(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran

2.1: Bu₂CuLi*LiCN; Bu₃SnH / tetrahydrofuran

2.2: I₂; alumina / CCl₄

With tri-n-butyl-tin hydride; potassium hexamethylsilazane; Bu₂CuLi*LiCN; In tetrahydrofuran; 1.1: enol protection / 2.1: Substitution / 2.2: Substitution;
DOI:10.1021/ja992134m