(4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

Base Information

Chemical Name:(4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene
CAS No.:825612-57-5
Molecular Formula:C₂₅H₄₄O₅Si
Molecular Weight:452.707
Hs Code.:

Synonyms:(4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

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Chemical Property of (4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

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Technology Process of (4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

There total 8 articles about (4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene 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%

: 825612-56-4
(2R,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-8-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methyloctyl 4-methylbenzenesulfonate

: 825612-57-5
(4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In 1,2-dimethoxyethane; for 3h; Heating;
DOI:10.1002/chem.200400617

Reference yield:

: ethyl (3RS)-3-hydroxy-6-[(4-methoxybenzyl)oxy]hexanoate

: 825612-57-5
(4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 23 °C

2.1: 83 percent / DIBAL / CH₂Cl₂ / 2 h / -78 °C

3.1: N,N,N',N'-tetramethyl-1,2-ethanediamine; TMEDA / TiCl₄ / CH₂Cl₂ / 0.33 h / 0 °C

3.2: 78 percent / CH₂Cl₂ / 1 h / 0 °C

4.1: 86 percent / N,N-diisopropylethylamine; Bu₄NI / CH₂Cl₂ / 12 h / 0 - 23 °C

5.1: 80 percent / aq. NaBH₄ / tetrahydrofuran / 12 h / 0 - 23 °C

6.1: 100 percent / pyridine / 5 h / 0 °C

7.1: 89 percent / NaI; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxy-ethane / 3 h / Heating

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; sodium iodide; titanium tetrachloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1002/chem.200400617

Reference yield:

: 825612-52-0
(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-6-[(4-methoxybenzyl)oxy]-hexanal

: 825612-57-5
(4R,6R)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4-methoxybenzyl)oxy]-6-(methoxymethoxy)-7-methyloct-7-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N,N',N'-tetramethyl-1,2-ethanediamine; TMEDA / TiCl₄ / CH₂Cl₂ / 0.33 h / 0 °C

1.2: 78 percent / CH₂Cl₂ / 1 h / 0 °C

2.1: 86 percent / N,N-diisopropylethylamine; Bu₄NI / CH₂Cl₂ / 12 h / 0 - 23 °C

3.1: 80 percent / aq. NaBH₄ / tetrahydrofuran / 12 h / 0 - 23 °C

4.1: 100 percent / pyridine / 5 h / 0 °C

5.1: 89 percent / NaI; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxy-ethane / 3 h / Heating

With pyridine; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; tetra-(n-butyl)ammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; sodium iodide; titanium tetrachloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1002/chem.200400617