[(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

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Chemical Name:[(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether
CAS No.:444200-15-1
Molecular Formula:C₂₈H₅₀O₅Si
Molecular Weight:494.788
Hs Code.:

Synonyms:[(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

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Chemical Property of [(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

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Technology Process of [(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

There total 8 articles about [(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether 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: 99.0%

: 444200-20-8
Toluene-4-sulfonic acid (2R,3R,5S)-8-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-5-triisopropylsilanyloxy-octyl ester

: 444200-15-1
[(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In 1,2-dimethoxyethane; for 3h; Heating;
DOI:10.1055/s-2003-40210

Reference yield:

: 119649-27-3
4-((4-methoxybenzyl)oxy)butanal

: 444200-15-1
[(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium dicyclohexylamide / diethyl ether; hexane / 1 h / -78 °C

1.2: CpTiCl(O-diacetone-D-glucose)2 / diethyl ether; hexane / 2.5 h / -78 - -30 °C

1.3: 74 percent / diethyl ether; hexane / 2 h / -78 °C

2.1: 83 percent / imidazole; dimethylformamide / 72 h / 20 °C

3.1: 90 percent / DIBAH / CH₂Cl₂; hexane; methanol / 4 h / -78 - 20 °C

4.1: 90 percent / titanium(IV) chloride; (-)-sparteine / CH₂Cl₂ / 1 h / 0 °C

5.1: 87 percent / N,N-diisopropylethylamine; tetrabutylammonium iodide / CH₂Cl₂ / 18 h / 20 °C

6.1: 90 percent / sodium borohydride / tetrahydrofuran; H₂O / 0 - 20 °C

7.1: pyridine / 2 h / 0 °C

8.1: sodium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxy-ethane / 3 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; lithium dicyclohexylamide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium iodide; (-)-sparteine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water; 1.3: Duthaler aldol reaction;
DOI:10.1021/ol026040k

Reference yield:

: 444200-10-6
tert-butyl (3S)-3-hydroxy-6-[(4-methoxybenzyl)oxy]hexanoate

: 444200-15-1
[(4S,6R)-6-(methoxymethoxy)-7-methyl-4-(triisopropylsilyl)oxy]-7-octenyl p-methoxybenzyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / imidazole; dimethylformamide / 72 h / 20 °C

2: 90 percent / DIBAH / CH₂Cl₂; hexane; methanol / 4 h / -78 - 20 °C

3: 90 percent / titanium(IV) chloride; (-)-sparteine / CH₂Cl₂ / 1 h / 0 °C

4: 87 percent / N,N-diisopropylethylamine; tetrabutylammonium iodide / CH₂Cl₂ / 18 h / 20 °C

5: 90 percent / sodium borohydride / tetrahydrofuran; H₂O / 0 - 20 °C

6: pyridine / 2 h / 0 °C

7: sodium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxy-ethane / 3 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium iodide; (-)-sparteine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; water;
DOI:10.1021/ol026040k