tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

Base Information

Chemical Name:tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane
CAS No.:398518-61-1
Molecular Formula:C₂₄H₄₁IO₄Si
Molecular Weight:548.577
Hs Code.:

Synonyms:tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

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Chemical Property of tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

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Technology Process of tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

There total 2 articles about tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane 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: 90.0%

: (2S,3R,4R)-3-(tert-butyldimethylsilanyloxy)-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-2-methylpentan-1-ol

: 398518-61-1
tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; acetonitrile; at 10 - 20 ℃; for 3.916h; Large scale;
DOI:10.1021/op034132z

Reference yield:

: (R)-4-benzyl-3-{(2R,3S,4S)-3-hydroxy-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl[1,3]dioxin-4-yl]-2-methylpentanoyl}oxazolidin-2-one

: 398518-61-1
tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 0.75 h / -10 - 0 °C / Large scale

2.1: lithium borohydride / tetrahydrofuran; ethanol / 3.58 h / -35 - 23 °C / Large scale

2.2: 2 h / 20 °C / Large scale

3.1: 1H-imidazole; triphenylphosphine; iodine / toluene; acetonitrile / 3.92 h / 10 - 20 °C / Large scale

With 1H-imidazole; 2,6-dimethylpyridine; lithium borohydride; iodine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/op034132z

Reference yield:

: 398518-61-1
tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane

: C₃₄H₆₅IO₇Si₂

: C₅₈H₁₀₆O₁₁Si₃

Guidance literature:: tert-butyl-((1S,2R)-3-iodo-1-{(R)-1-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxin-4-yl]-ethyl}-2-methylpropoxy)dimethylsilane; With tert.-butyl lithium; zinc(II) chloride; In diethyl ether; at -78 - 20 ℃; for 1.08333h;

C₃₄H₆₅IO₇Si₂; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dark;