tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

Base Information

Chemical Name:tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane
CAS No.:1638620-75-3
Molecular Formula:C₃₀H₅₄O₃Si₂
Molecular Weight:518.928
Hs Code.:

Synonyms:tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

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Chemical Property of tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

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Technology Process of tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

There total 14 articles about tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)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%

: 3839-31-4
dimethyl(phenyl)silyl lithium

: 1638620-74-2
tert-butyldimethyl((R)-2-((4S,5R,6S)-2,2,5-trimethyl-6-((S)-pent-4-yn-2-yl)-1,3-dioxan-4-yl)propoxy)silane

: 74-88-4
methyl iodide

: 1638620-75-3
tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

Guidance literature:: dimethyl(phenyl)silyl lithium; With copper(l) cyanide; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

tert-butyldimethyl((R)-2-((4S,5R,6S)-2,2,5-trimethyl-6-((S)-pent-4-yn-2-yl)-1,3-dioxan-4-yl)propoxy)silane; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 ℃; for 0.666667h; Inert atmosphere;
DOI:10.1002/anie.201402056

Reference yield:

: (2S,4S)-4-((4S,5R,6S)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)pentane-1,2-diol

: 1638620-75-3
tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium periodate / tetrahydrofuran; water / 1 h / 20 °C / Inert atmosphere

2.1: potassium carbonate; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate / methanol / 14 h / 0 - 20 °C / Inert atmosphere

3.1: copper(l) cyanide / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere

3.2: 0.33 h / 0 °C / Inert atmosphere

3.3: 166 / 0.67 h / 0 °C / Inert atmosphere

With sodium periodate; copper(l) cyanide; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; In tetrahydrofuran; methanol; water;
DOI:10.1002/anie.201402056

Reference yield:

: 1638620-70-8
(4S,5R,6S)-4-((R)-but-3-en-2-yl)-6-((S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-2-yl)-2,2,5-trimethyl-1,3-dioxane

: 1638620-75-3
tert-butyl((R)-2-((4S,5R,6S)-6-((S,E)-5-(dimethyl(phenyl)silyl)-4-methylpent-4-en-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propoxy)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: ozone; sodium tetrahydroborate / methanol; dichloromethane / 1.25 h / 0 - 20 °C / 3878.71 Torr / Inert atmosphere; Flow reactor

2.1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

3.2: 16.5 h / 0 - 20 °C / Inert atmosphere

4.1: sodium periodate / tetrahydrofuran; water / 1 h / 20 °C / Inert atmosphere

5.1: potassium carbonate; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate / methanol / 14 h / 0 - 20 °C / Inert atmosphere

6.1: copper(l) cyanide / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere

6.2: 0.33 h / 0 °C / Inert atmosphere

6.3: 166 / 0.67 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; copper(l) cyanide; dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/anie.201402056