((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

Base Information

Chemical Name:((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide
CAS No.:112497-05-9
Molecular Formula:C₄₂H₆₆O₃PSi₂*I
Molecular Weight:833.034
Hs Code.:

((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

Synonyms:((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

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Chemical Property of ((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

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Technology Process of ((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

There total 26 articles about ((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide 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: 78.0%

: 128329-82-8
(1''S,1'R,2R,5S)-2-(1''-(tert-butyldimethylsiloxy)-1''-methyl-4''-iodobutyl)-5-(1'-(tert-butyldimethylsiloxy)ethyl)-5-methyltetrahydrofuran

: 603-35-0
triphenylphosphine

: 112497-05-9
((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile; at 75 ℃; for 54h;
DOI:10.1021/ja00169a042

Reference yield:

: 128329-77-1
(1S,2R,6R,4Z)-5-(3'-(benzyloxy)propyl)-1,2,4-trimethyl-3,9-dioxabicyclo<4.2.1>non-4-ene

: 112497-05-9
((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) ozone, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -78 deg C, 2a.) -78 deg C, 1 h, 2b.) 20 deg C, 1 h

2: 55 percent / CH₂Cl₂; diethyl ether / 1.) -78 deg C, 8 h, 2.) 20 deg C, 2 h

3: 94 percent / triethylamine / CH₂Cl₂ / 2 h / 0 °C

4: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 19 h / 20 °C / 3040 Torr

5: 1.88 g / triethylamine / CH₂Cl₂ / 3 h / 0 °C

6: 1.84 g / NaI, NaHCO₃, diisopropylethylamine / acetone / 18 h / 20 °C

7: 78 percent / diisopropylethylamine / toluene; acetonitrile / 54 h / 75 °C

With dimethylsulfide; hydrogen; sodium hydrogencarbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; palladium on activated charcoal; In diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ja00169a042

Reference yield:

: 128329-76-0
(1S,2R,5S,6R)-5-(3'-(benzyloxy)propyl)-1,2-dimethyl-4-methylene-3,9-dioxabicyclo<4.2.1>nonane

: 112497-05-9
((S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-pentyl)-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / pyridinium tosylate / CH₂Cl₂ / 6 h / 20 °C

2: 1.) ozone, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -78 deg C, 2a.) -78 deg C, 1 h, 2b.) 20 deg C, 1 h

3: 55 percent / CH₂Cl₂; diethyl ether / 1.) -78 deg C, 8 h, 2.) 20 deg C, 2 h

4: 94 percent / triethylamine / CH₂Cl₂ / 2 h / 0 °C

5: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 19 h / 20 °C / 3040 Torr

6: 1.88 g / triethylamine / CH₂Cl₂ / 3 h / 0 °C

7: 1.84 g / NaI, NaHCO₃, diisopropylethylamine / acetone / 18 h / 20 °C

8: 78 percent / diisopropylethylamine / toluene; acetonitrile / 54 h / 75 °C

With dimethylsulfide; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; palladium on activated charcoal; In diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ja00169a042