2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

Base Information

Chemical Name:2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane
CAS No.:881651-57-6
Molecular Formula:C₃₇H₅₈O₅Si₂
Molecular Weight:639.036
Hs Code.:

2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

Synonyms:2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

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Chemical Property of 2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

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Technology Process of 2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

There total 12 articles about 2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane 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: 98.0%

: 881651-56-5
(S)-1-[(2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-methyl-hept-6-en-3-one

: 107-21-1
ethylene glycol

: 881651-57-6
2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

Guidance literature:: With toluene-4-sulfonic acid; orthoformic acid triethyl ester; at 55 ℃; for 2.5h;
DOI:10.1021/ja054750q

Reference yield:

: 881651-48-5
(E)-(2S,4R,7S)-8-Benzyloxy-7-methyl-oct-5-ene-1,2,4-triol

: 881651-57-6
2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 70 percent / N-iodosuccinimide; NaHCO₃ / tetrahydrofuran / 36 h / 0 °C

2.1: 99 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 0 - 25 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 99 percent / H₂ / Raney-Ni / ethanol / 1 h / 25 °C

5.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

6.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

7.1: Mg / tetrahydrofuran / 2 h / 25 °C

7.2: tetrahydrofuran / 2 h / -78 - 0 °C

8.1: 40.9 g / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

9.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

With 2,6-dimethylpyridine; dmap; N-iodo-succinimide; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; triethylamine; orthoformic acid triethyl ester; palladium dihydroxide; nickel; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja054750q

Reference yield:

: 881651-50-9
(2S,3R,5S)-2-((1S,2R)-3-Benzyloxy-1-iodo-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: 881651-57-6
2-But-3-enyl-2-{(S)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 99 percent / H₂ / Raney-Ni / ethanol / 1 h / 25 °C

3.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

4.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

5.1: Mg / tetrahydrofuran / 2 h / 25 °C

5.2: tetrahydrofuran / 2 h / -78 - 0 °C

6.1: 40.9 g / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

7.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

With 2,6-dimethylpyridine; hydrogen; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; orthoformic acid triethyl ester; palladium dihydroxide; nickel; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja054750q