(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

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)butan-1-ol
CAS No.:1448328-57-1
Molecular Formula:C₃₆H₅₆O₈Si
Molecular Weight:644.921
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)butan-1-ol

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)butan-1-ol

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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)butan-1-ol

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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)butan-1-ol

There total 12 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)butan-1-ol 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: 94.0%

: 1448328-56-0
(R)-4-(benzyloxy)-1-((2R,5S)-5-((S)-hydroxy((2R,4S,5R)-5-(hydroxymethyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)methyl)tetrahydrofuran-2-yl)butan-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 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

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 12h;
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

: 1448328-57-1
(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

Guidance literature:: Multi-step reaction with 4 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

With 1H-imidazole; pyridine N-oxide; 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

: 1448328-57-1
(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

Guidance literature:: Multi-step reaction with 3 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

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