(1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

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Chemical Name:(1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol
CAS No.:945265-79-2
Molecular Formula:C₃₀H₄₂O₆
Molecular Weight:498.66
Hs Code.:

Synonyms:(1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

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Chemical Property of (1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

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Technology Process of (1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

There total 17 articles about (1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-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: 81.0%

: (4R,5R)-4-((E)-4-{4-(dimethylphenylsilanyl)-5-[(1S,2R,3S)-2-(4-methoxybenzyloxy)-3-methyl-1-triethylsilanyloxy-hex-5-ynyl]-tetrahydrofuran-2-yl}but-1-enyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane

: 945265-79-2
(1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; Heating;
DOI:10.1016/j.tet.2007.02.058

Reference yield:

: 921763-53-3
(E)-5-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-pent-4-enal

: 945265-79-2
(1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / molecular sieves 4 Angstroem; BF₃*OEt₂ / CH₂Cl₂ / -78 °C

2: 81 percent / TBAF*3H₂O / dimethylformamide / Heating

With 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.02.058

Reference yield:

: 1-((4R,5R)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-prop-2-en-1-ol

: 945265-79-2
(1R,2R,3S)-1-{(2S,5S)-5-[(E)-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)but-3-enyl]tetrahydrofuran-2-yl}-2-(4-methoxybenzyloxy)-3-methylhex-5-yn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 2.83 g / propionic acid / toluene / 18 h / Heating

2: 81 percent / DIBAL-H / toluene; hexane / 0.5 h / -78 °C

3: 61 percent / molecular sieves 4 Angstroem; BF₃*OEt₂ / CH₂Cl₂ / -78 °C

4: 81 percent / TBAF*3H₂O / dimethylformamide / Heating

With 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; propionic acid; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2007.02.058