tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane
CAS No.:196080-25-8
Molecular Formula:C₂₉H₄₂O₆Si
Molecular Weight:514.734
Hs Code.:

Synonyms:tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

There total 2 articles about tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-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%

: 107-30-2
chloromethyl methyl ether

: 196080-37-2
2-[(3aR,4R,6S,7aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-ethanol

: 196080-25-8
tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(97)01336-1

Reference yield:

: 122821-81-2
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-4,5-O-isopropylidene-D-altro-non-8-enitol

: 196080-25-8
tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / 1.) O₃, 2.) NaBH₄ / methanol / -78 °C

2: 99 percent / iPr₂NEt / CH₂Cl₂

With sodium tetrahydroborate; ozone; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(97)01336-1

Reference yield:

: 196080-25-8
tert-Butyl-[(3aR,4R,6S,7aS)-4-(2-methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-diphenyl-silane

: 196080-23-6
(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / TBAF / tetrahydrofuran

2: 90 percent / Dess-Martin periodinane / CH₂Cl₂

3: 53 percent / NaH / tetrahydrofuran / 0 °C

4: 75 percent / H₂ / (PPh₃)3RhCl / ethyl acetate

5: 99 percent / p-TsOH / methanol

6: 1.) (Imid)2C=S, 2.) P(OEt)3 / 1.) toluene, reflux, 2.) reflux

With tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; 1,1'-Thiocarbonyldiimidazole; triethyl phosphite; Wilkinson's catalyst; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(97)01336-1