(E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

Base Information

Chemical Name:(E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol
CAS No.:1246364-32-8
Molecular Formula:C₂₅H₃₂O₂Si
Molecular Weight:392.613
Hs Code.:

Synonyms:(E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

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Chemical Property of (E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

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Technology Process of (E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

There total 7 articles about (E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol 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: 39.0%

: 1279708-81-4
[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]acetic acid methyl ester

: 1246364-33-9
(Z)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

: 1246364-32-8
(E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

Guidance literature:: [(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]acetic acid methyl ester; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - -40 ℃; for 1.5h; Inert atmosphere;

With hydrogenchloride; potassium tartrate sodium salt; In dichloromethane; water; toluene;

In hexane; ethyl acetate; Resolution of racemate;

Reference yield:

: 851764-31-3
(R)-4-hydroxy-1,4-dioxa-spiro[4.5]decan-8-one

: 1246364-32-8
(E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.75 h / 0 - 20 °C

2.2: 5 h / -78 - 20 °C

3.1: iron(III) chloride hexahydrate / dichloromethane / 0.83 h

4.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexanes / 0.25 h / -78 °C / Inert atmosphere

4.2: 2 h / -78 °C

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - -40 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; iron(III) chloride hexahydrate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexanes; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1246364-28-2
(R)-7-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decane

: 1246364-32-8
(E)-2-[(R)-3'-[(tert-butyldiphenylsilyl)oxy]-4'-methylene-cyclohexylidene]ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: iron(III) chloride hexahydrate / dichloromethane / 0.83 h

2.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexanes / 0.25 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - -40 °C / Inert atmosphere

With n-butyllithium; iron(III) chloride hexahydrate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexanes; dichloromethane; toluene;