(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

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Chemical Name:(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal
CAS No.:920034-40-8
Molecular Formula:C₅₂H₆₉NO₁₀Si
Molecular Weight:896.206
Hs Code.:

(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

Synonyms:(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

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Chemical Property of (R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

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Technology Process of (R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

There total 31 articles about (R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal 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: 84.0%

: 920034-39-5
(2S,4R,6R)-6-((R,E)-1-(tert-butyldiphenylsilanyloxy)-4-hydroxy-3-methylbut-2-enyl)-2-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4-methoxytetrahydro-2H-pyran-2-ol

: 920034-40-8
(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 2h;
DOI:10.1021/ol062531j

Reference yield:

: 920034-37-3
(2R,3R,4S,5R,6R,E)-2-(2-(tert-butyldimethylsilyloxy)ethyl)-3,5-dimethyl-6-(1-(2-methyloxazol-4-yl)prop-1-en-2-yl)-tetrahydro-2H-pyran-4-ol

: 920034-40-8
(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 15 h / Heating

1.2: 95 percent / tetrahydrofuran / 4.5 h / Heating

2.1: LDA / tetrahydrofuran; hexane / 0.42 h / -78 °C

2.2: 96 percent / tetrahydrofuran; hexane / 0.67 h / -78 °C

3.1: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h

4.1: 84 percent / manganese dioxide / CH₂Cl₂ / 2 h

With manganese(IV) oxide; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol062531j

Reference yield:

: 920034-38-4
2-(2-hydroxy-ethyl)-3,5-dimethyl-6-[1-methyl-2-(2-methyl-oxazol-4-yl)-vinyl]-tetrahydro-pyran-4-ol

: 920034-40-8
(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-6-((4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-hydroxyethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-2-yl)methyl)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2-methylbut-2-enal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / N,N-diisopropylethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 12 h

2.1: sodium hydride / tetrahydrofuran / 15 h / Heating

2.2: 95 percent / tetrahydrofuran / 4.5 h / Heating

3.1: LDA / tetrahydrofuran; hexane / 0.42 h / -78 °C

3.2: 96 percent / tetrahydrofuran; hexane / 0.67 h / -78 °C

4.1: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h

5.1: 84 percent / manganese dioxide / CH₂Cl₂ / 2 h

With dmap; manganese(IV) oxide; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol062531j