(R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Base Information

Chemical Name:(R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol
CAS No.:220617-76-5
Molecular Formula:C₁₉H₃₀O₆
Molecular Weight:354.444
Hs Code.:

Synonyms:(R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

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Chemical Property of (R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

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Technology Process of (R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

There total 4 articles about (R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol 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: 82.0%

: 220617-73-2
(1S,2S,5S)-2-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-5-vinyl-cyclohexanol

: 220617-76-5
(R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Guidance literature:: With acetic acid; at 35 ℃; for 15h;
DOI:10.1016/S0957-4166(98)00465-0

Reference yield:

: 103516-12-7
(Z)-3-deoxy-3-C-[(hydroxymethyl)methylene]-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranose

: 220617-76-5
(R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) propanoic acid / 1.) 135 deg C, 3 h, 2.) toluene, 180 deg C, 20 h

2: 1.) CuBr*Me₂S, Me₂S / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

3: 83 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 1 h / -78 °C

4: 82 percent / 50percent aq. AcOH / 15 h / 35 °C

With copper(I) bromide dimethylsulfide complex; dimethylsulfide; diisobutylaluminium hydride; acetic acid; propionic acid; In dichloromethane; toluene;
DOI:10.1016/S0957-4166(98)00465-0

Reference yield:

: 220617-70-9
(2S,5S)-2-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-5-vinyl-cyclohexanone

: 220617-76-5
(R)-1-[(3aR,5S,6S,6aR)-6-((1S,2S,4S)-2-Hydroxy-4-vinyl-cyclohexyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 1 h / -78 °C

2: 82 percent / 50percent aq. AcOH / 15 h / 35 °C

With diisobutylaluminium hydride; acetic acid; In dichloromethane; toluene;
DOI:10.1016/S0957-4166(98)00465-0