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

Base Information

Chemical Name:[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-2-(3-[1,3]dioxolan-2-yl-propyl)-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:850656-85-8
Molecular Formula:C₂₅H₄₂O₅Si
Molecular Weight:450.691
Hs Code.:

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

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

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

There total 8 articles about [(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-2-(3-[1,3]dioxolan-2-yl-propyl)-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: 99.0%

: 850656-41-6
[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-2-((Z)-3-[1,3]dioxolan-2-yl-propenyl)-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

: 850656-85-8
[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-2-(3-[1,3]dioxolan-2-yl-propyl)-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; at 20 ℃; for 5h;
DOI:10.1021/ja042686r

Reference yield:

: 850656-94-9
(2S,3S,5S)-5-(2-Benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-carbaldehyde

: 850656-85-8
[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-2-(3-[1,3]dioxolan-2-yl-propyl)-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

1.2: 209.1 mg / tetrahydrofuran / 1 h / 0 °C

2.1: 99 percent / H₂ / Pd/C / ethyl acetate; methanol / 5 h / 20 °C

With hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; 1.2: Wittig reaction;
DOI:10.1021/ja042686r

Reference yield:

: 850656-40-5
[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-methanol

: 850656-85-8
[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-2-(3-[1,3]dioxolan-2-yl-propyl)-tetrahydro-furan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 1.25 h / 0 °C

2.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

2.2: 209.1 mg / tetrahydrofuran / 1 h / 0 °C

3.1: 99 percent / H₂ / Pd/C / ethyl acetate; methanol / 5 h / 20 °C

With pyridine-SO₃ complex; hydrogen; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1.1: Swern oxidation / 2.2: Wittig reaction;
DOI:10.1021/ja042686r