2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

Base Information

Chemical Name:2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol
CAS No.:142325-64-2
Molecular Formula:C₃₃H₆₀O₇Si₂
Molecular Weight:625.006
Hs Code.:

2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

Synonyms:2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

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Chemical Property of 2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

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Technology Process of 2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

There total 21 articles about 2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol 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: 93.0%

: 157322-62-8
methyl 2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)acetate

: 142325-64-2
2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.166667h; Inert atmosphere;

Reference yield:

: 12-O-acetyl-3,7:6,10-dianhydro-1,4-bis-O-[tert-butyl(dimethyl)silyl]-2,5,8,11-tetradeoxy-9-O-(4-methoxybenzyl)-8-methyl-L-arabino-L-galacto-dodecitol

: 142325-64-2
2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

Guidance literature:: With potassium carbonate; In methanol; at 0 - 23 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jacs.1c10539

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 142325-64-2
2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 7 steps

1: BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: HF*Py / acetonitrile / Ambient temperature

3: PPTS / CH₂Cl₂ / Ambient temperature

4: (n-Bu)4NF / tetrahydrofuran / Ambient temperature

5: PPTS / methanol / Ambient temperature

6: NEt₃ / CH₂Cl₂ / Ambient temperature

7: LAH / diethyl ether / 0 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)91671-X