((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane
CAS No.:128329-86-2
Molecular Formula:C₃₆H₆₂O₆Si
Molecular Weight:618.97
Hs Code.:

((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

Synonyms:((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

There total 25 articles about ((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-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: 100.0%

: 133732-91-9
tert-butyldimethylsilyl triflate

: 128329-85-1
(R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethanol

: 128329-86-2
((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1.5h;
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

: 128329-86-2
((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 11 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

8: 1.) sodium bis(trimethylsilyl)amide / 1.) toluene, 20 deg C, 15 min, 2a.) -78 deg C, 15 min, 2b.) 20 deg C, 30 min

9: 94 percent / Bu₄NF / tetrahydrofuran / 36 h / 80 °C

10: 1.) mercuric acetate, 2.) NaBH₄, 15percent aq. NaOH / 1.) CH₂Cl₂, 20 deg C, 7 h, 2.) MeOH, 20 deg C, 30 min

11: 100 percent / triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; mercury(II) diacetate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 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

: 128329-86-2
((R)-1-{(2R,5S,2'S,5'S)-5'-[(4S,5S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-5,2'-dimethyl-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 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

9: 1.) sodium bis(trimethylsilyl)amide / 1.) toluene, 20 deg C, 15 min, 2a.) -78 deg C, 15 min, 2b.) 20 deg C, 30 min

10: 94 percent / Bu₄NF / tetrahydrofuran / 36 h / 80 °C

11: 1.) mercuric acetate, 2.) NaBH₄, 15percent aq. NaOH / 1.) CH₂Cl₂, 20 deg C, 7 h, 2.) MeOH, 20 deg C, 30 min

12: 100 percent / triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; mercury(II) diacetate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ja00169a042