[(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:369375-75-7
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:[(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

There total 7 articles about [(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane 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:

: (3S,4R,5R)-3-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-pentyl-tetrahydro-furan-2-ol

: 369375-75-7
[(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/S0957-4166(01)00244-0

Reference yield:

: 100-39-0
benzyl bromide

: 369375-75-7
[(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / Ag₂O / ethyl acetate

2: 92 percent / imidazole / CH₂Cl₂

3: CeCl₃ / tetrahydrofuran / 2 h / -78 °C

4: 0.091 g / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With 1H-imidazole; triethylsilane; cerium(III) chloride; boron trifluoride diethyl etherate; silver(l) oxide; In tetrahydrofuran; dichloromethane; ethyl acetate; 3: Grignard reaction;
DOI:10.1016/S0957-4166(01)00244-0

Reference yield:

: 693-25-4
n-pentylmagnesium bromide

: 369375-75-7
[(2R,3S,4R,5S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-pentyl-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: CeCl₃ / tetrahydrofuran / 2 h / -78 °C

2: 0.091 g / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With triethylsilane; cerium(III) chloride; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 1: Grignard reaction;
DOI:10.1016/S0957-4166(01)00244-0