(1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

Base Information

Chemical Name:(1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol
CAS No.:1287695-71-9
Molecular Formula:C₃₉H₅₈O₄Si₂
Molecular Weight:647.058
Hs Code.:

Synonyms:(1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

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Technology Process of (1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

There total 3 articles about (1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol 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: 45.0%

: 1287695-82-2
(2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-2-methylcyclopentanone

: 149364-94-3
tert-butyl(4-(furan-2-yl)butoxy)diphenylsilane

: 1287695-71-9
(1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

Guidance literature:: tert-butyl(4-(furan-2-yl)butoxy)diphenylsilane; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at 0 ℃; Inert atmosphere;

(2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-2-methylcyclopentanone; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c1cc00087j

Reference yield:

: 26828-48-8
2-allyl-2-methyl-1,3-cyclopentanedione

: 1287695-71-9
(1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N-diethylaniline; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 2 h / -78 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 0 °C / Inert atmosphere

3.2: 3 h / -78 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; N,N-diethylaniline; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/c1cc00087j

Reference yield:

: 109120-84-5
(2S,3S)-2-allyl-3-hydroxy-2-methylcyclopentan-1-one

: 1287695-71-9
(1S,2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-1-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-2-methylcyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 0 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1039/c1cc00087j