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

Base Information

Chemical Name:(R)-1-((2R,5S)-5-((S)-((tert-butyldimethylsilyl)oxy)((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)methyl)tetrahydrofuran-2-yl)-4-hydroxybutyl acetate
CAS No.:1448328-60-6
Molecular Formula:C₃₇H₆₆O₉Si₂
Molecular Weight:711.097
Hs Code.:

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

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

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

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

There total 15 articles about (R)-1-((2R,5S)-5-((S)-((tert-butyldimethylsilyl)oxy)((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)methyl)tetrahydrofuran-2-yl)-4-hydroxybutyl 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: 84.0%

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

: 1448328-60-6
(R)-1-((2R,5S)-5-((S)-((tert-butyldimethylsilyl)oxy)((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)methyl)tetrahydrofuran-2-yl)-4-hydroxybutyl acetate

Guidance literature:: With hydrogen; In ethyl acetate; at 30 ℃; for 8h;
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

: 1448328-60-6
(R)-1-((2R,5S)-5-((S)-((tert-butyldimethylsilyl)oxy)((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)methyl)tetrahydrofuran-2-yl)-4-hydroxybutyl acetate

Guidance literature:: Multi-step reaction with 6 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

5: 2,6-dimethylpyridine / dichloromethane / 12 h / -78 - 20 °C

6: hydrogen / ethyl acetate / 8 h / 30 °C

With pyridine; 1H-imidazole; pyridine N-oxide; 2,6-dimethylpyridine; dmap; potassium osmate(VI) dihydrate; tetrabutyl ammonium fluoride; hydrogen; zinc trifluoromethanesulfonate; citric acid; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; ethyl acetate; acetonitrile;
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

: 1448328-60-6
(R)-1-((2R,5S)-5-((S)-((tert-butyldimethylsilyl)oxy)((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-((4-methoxybenzyl)oxy)-2-methyltetrahydrofuran-2-yl)methyl)tetrahydrofuran-2-yl)-4-hydroxybutyl acetate

Guidance literature:: Multi-step reaction with 7 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

6.1: 2,6-dimethylpyridine / dichloromethane / 12 h / -78 - 20 °C

7.1: hydrogen / ethyl acetate / 8 h / 30 °C

With pyridine; 1H-imidazole; pyridine N-oxide; 2,6-dimethylpyridine; dmap; potassium osmate(VI) dihydrate; iron(III)-acetylacetonate; tetrabutyl ammonium fluoride; hydrogen; zinc trifluoromethanesulfonate; 1,2-bis-(diphenylphosphino)ethane; citric acid; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1002/anie.201208919