2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

Base Information

Chemical Name:2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate
CAS No.:1414861-38-3
Molecular Formula:C₃₈H₅₀O₄Si
Molecular Weight:598.898
Hs Code.:

Synonyms:2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

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Chemical Property of 2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

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Technology Process of 2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

There total 12 articles about 2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate 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: 89.0%

: 1414861-37-2
2-((E)-but-2-en-1-yloxy)-4-((3R,4R)-5-hydroxy-4-methylpent-1-en-3-yl)-6-methylphenyl pivalate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1414861-38-3
2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1055/s-0032-1316643

Reference yield:

: C₂₅H₃₄O₇

: 1414861-38-3
2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; water / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; water; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0032-1316643

Reference yield:

: 1414861-33-8
(E)-2-(but-2-enyloxy)-4-iodo-6-methylphenol

: 1414861-38-3
2-[(E)-but-2-enyloxy]-4-[(3R,4R)-5-(tert-butyldiphenylsilyloxy)-4-methylpent-1-en-3-yl]-6-methylphenyl pivalate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.1: potassium carbonate; palladium diacetate / benzene / 24 h / Inert atmosphere; Reflux

3.1: (4S,5S)-1,3-bis[(3,5-bis(trifluoromethyl)phenyl)sulfonyl]-2-bromo-4,5-diphenyl-1,3,2-diazaborolidine; triethylamine / toluene / 22 h / -78 - 20 °C / Inert atmosphere

3.2: 0.5 h / 20 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

5.1: sodium tetrahydroborate; water / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.1: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; (4S,5S)-1,3-bis[(3,5-bis(trifluoromethyl)phenyl)sulfonyl]-2-bromo-4,5-diphenyl-1,3,2-diazaborolidine; potassium carbonate; water; palladium diacetate; triethylamine; In tetrahydrofuran; dichloromethane; toluene; benzene; 2.1: |Heck Reaction;
DOI:10.1055/s-0032-1316643