Silane, (1,1-dimethylethyl)[[(2R,3S,5S)-2-[(1Z)-3-(1,3-dioxolan-2-yl)-1-propenyl] tetrahydro-5-[2-(phenylmethoxy)ethyl]-3-furanyl]oxy]dimethyl-

Base Information

Chemical Name:Silane, (1,1-dimethylethyl)[[(2R,3S,5S)-2-[(1Z)-3-(1,3-dioxolan-2-yl)-1-propenyl] tetrahydro-5-[2-(phenylmethoxy)ethyl]-3-furanyl]oxy]dimethyl-
CAS No.:850656-41-6
Molecular Formula:C25H40O5Si
Molecular Weight:448.675
Hs Code.:

Silane,
(1,1-dimethylethyl)[[(2R,3S,5S)-2-[(1Z)-3-(1,3-dioxolan-2-yl)-1-propenyl]
tetrahydro-5-[2-(phenylmethoxy)ethyl]-3-furanyl]oxy]dimethyl-

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Chemical Property of Silane, (1,1-dimethylethyl)[[(2R,3S,5S)-2-[(1Z)-3-(1,3-dioxolan-2-yl)-1-propenyl] tetrahydro-5-[2-(phenylmethoxy)ethyl]-3-furanyl]oxy]dimethyl-

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Technology Process of Silane, (1,1-dimethylethyl)[[(2R,3S,5S)-2-[(1Z)-3-(1,3-dioxolan-2-yl)-1-propenyl] tetrahydro-5-[2-(phenylmethoxy)ethyl]-3-furanyl]oxy]dimethyl-

There total 6 articles about Silane, (1,1-dimethylethyl)[[(2R,3S,5S)-2-[(1Z)-3-(1,3-dioxolan-2-yl)-1-propenyl] tetrahydro-5-[2-(phenylmethoxy)ethyl]-3-furanyl]oxy]dimethyl- 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:

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

: 86608-70-0
2-(1,3-dioxolan-2-yl)ethyl(triphenyl)phosphonium bromide

: 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

Guidance literature:: 2-(1,3-dioxolan-2-yl)ethyl(triphenyl)phosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.333333h;

(2S,3S,5S)-5-(2-Benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-carbaldehyde; In tetrahydrofuran; at 0 ℃; for 1h;
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

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

Guidance literature:: Multi-step reaction with 2 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

With pyridine-SO₃ complex; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 2.2: Wittig reaction;
DOI:10.1021/ja042686r

Reference yield:

: 850656-84-7
2-[(2S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-ethanol

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium t-butoxide / tetrahydrofuran / 0.83 h / 20 °C

2.1: 273.0 mg / HCO₂H / diethyl ether / 0 - 20 °C

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

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

4.2: 209.1 mg / tetrahydrofuran / 1 h / 0 °C

With formic acid; pyridine-SO₃ complex; potassium tert-butylate; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1021/ja042686r