tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

Base Information

Chemical Name:tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane
CAS No.:1375950-98-3
Molecular Formula:C₂₉H₄₈O₂Si₂
Molecular Weight:484.87
Hs Code.:

Synonyms:tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

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Chemical Property of tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

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Technology Process of tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

There total 8 articles about tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane 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: 83.0%

: 1375950-85-8
tert-butyl((2S,4R,6R)-2-((E)-4-iodo-3-methylbut-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

: 62673-31-8
benzyl(bromo)zinc

: 1375950-98-3
tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 20 ℃; for 60h; Inert atmosphere;
DOI:10.1002/anie.201108749

Reference yield:

: C₂₂H₄₂O₂Si₂

: 100-39-0
benzyl bromide

: 1375950-98-3
tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 3h; Inert atmosphere;
DOI:10.1002/chem.201403176

Reference yield:

: 1375950-84-7
(3-((2R,4R,6S)-6-(but-3-ynyl)-4-(tert-butyldimethylsilyloxy)tetrahydro-2H-pyran-2-yl)prop-1-ynyl)trimethylsilane

: 1375950-98-3
tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: zirconocene dichloride; tert-butyl alcohol / dichloromethane; toluene / 24 h / 0 - 20 °C / Inert atmosphere

1.2: 5 h / 0 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 60 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zirconocene dichloride; tert-butyl alcohol; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; toluene; 2.1: Negishi coupling reaction;
DOI:10.1002/anie.201108749