(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

Base Information

Chemical Name:(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate
CAS No.:1448328-58-2
Molecular Formula:C₃₈H₅₈O₉Si
Molecular Weight:686.959
Hs Code.:

(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

Synonyms:(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

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Chemical Property of (R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

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Technology Process of (R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

There total 13 articles about (R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate 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: 80.0%

: 1448328-57-1
(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butan-1-ol

: 108-24-7
acetic anhydride

: 1448328-58-2
(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1002/anie.201208919

Reference yield:

: 1448328-52-6
(2R,3S,7S,E)-14-(benzyloxy)-1,2-bis((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)tetradec-10-en-5-yn-7-ol

: 1448328-58-2
(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: iron(III)-acetylacetonate; 1,2-bis-(diphenylphosphino)ethane / tetrahydrofuran / 0.17 h / -78 °C

1.2: 20 h / -78 - 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

3.1: zinc trifluoromethanesulfonate; pyridine N-oxide; citric acid; potassium osmate(VI) dihydrate / acetonitrile; aq. phosphate buffer / 36 h / 60 - 80 °C

4.1: 1H-imidazole / dichloromethane / 12 h / 0 - 20 °C

5.1: pyridine; dmap / dichloromethane / 18 h / 0 - 20 °C

With pyridine; 1H-imidazole; pyridine N-oxide; dmap; potassium osmate(VI) dihydrate; iron(III)-acetylacetonate; tetrabutyl ammonium fluoride; zinc trifluoromethanesulfonate; 1,2-bis-(diphenylphosphino)ethane; citric acid; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; acetonitrile;
DOI:10.1002/anie.201208919

Reference yield:

: 1448328-54-8
(2R,3S,5Z,7S,10E)-14-(benzyloxy)-1,2-bis((tert-butyldimethylsilyl)oxy)-3-((4-methoxybenzyl)oxy)-5-methyltetradeca-5,10-dien-7-ol

: 1448328-58-2
(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)(hydroxy)methyl)tetrahydrofuran-2-yl)butyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

2: zinc trifluoromethanesulfonate; pyridine N-oxide; citric acid; potassium osmate(VI) dihydrate / acetonitrile; aq. phosphate buffer / 36 h / 60 - 80 °C

3: 1H-imidazole / dichloromethane / 12 h / 0 - 20 °C

4: pyridine; dmap / dichloromethane / 18 h / 0 - 20 °C

With pyridine; 1H-imidazole; pyridine N-oxide; dmap; potassium osmate(VI) dihydrate; tetrabutyl ammonium fluoride; zinc trifluoromethanesulfonate; citric acid; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; acetonitrile;
DOI:10.1002/anie.201208919