4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

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Chemical Name:4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate
CAS No.:1414861-40-7
Molecular Formula:C₃₉H₅₂O₄Si
Molecular Weight:612.925
Hs Code.:

Synonyms:4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

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Chemical Property of 4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

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Technology Process of 4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

There total 14 articles about 4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl 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: 95.0%

: C₃₄H₄₄O₄Si

: pent-3-en-2-yl (2,2,2-trichloroethyl) carbonate

: 1414861-40-7
4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

Guidance literature:: With [Pd₂(dba)3]*CHCl₃; (R,R)-DACH-Ph; In dichloromethane; at 20 ℃; for 18h; diastereoselective reaction; Inert atmosphere;
DOI:10.1055/s-0032-1316643

Reference yield:

: 1414861-32-7
(E)-1-(but-2-en-1-yloxy)-5-iodo-2-(methoxymethoxy)-3-methylbenzene

: 1414861-40-7
4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

Guidance literature:: Multi-step reaction with 9 steps

1.1: acetyl chloride / methanol; dichloromethane / 24 h / 20 °C / Inert atmosphere

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

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

4.1: (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

4.2: 0.5 h / 20 °C / Inert atmosphere

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

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

7.1: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

8.1: boron tribromide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

9.1: [Pd₂(dba)3]*CHCl₃; (R,R)-DACH-Ph / 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; [Pd₂(dba)3]*CHCl₃; (R,R)-DACH-Ph; water; palladium diacetate; boron tribromide; triethylamine; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene; 3.1: |Heck Reaction / 9.1: |Tsuji-Trost Allylation;
DOI:10.1055/s-0032-1316643

Reference yield:

: C₂₅H₃₄O₇

: 1414861-40-7
4-((3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-1-en-3-yl)-2-methyl-6-((R,E)-pent-3-en-2-yloxy)phenyl pivalate

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: boron tribromide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

4: [Pd₂(dba)3]*CHCl₃; (R,R)-DACH-Ph / dichloromethane / 18 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; [Pd₂(dba)3]*CHCl₃; (R,R)-DACH-Ph; water; boron tribromide; In tetrahydrofuran; dichloromethane; 4: |Tsuji-Trost Allylation;
DOI:10.1055/s-0032-1316643