6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

Base Information

Chemical Name:6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol
CAS No.:912351-98-5
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

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Chemical Property of 6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

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Technology Process of 6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

There total 6 articles about 6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-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: 90.0%

: 912351-97-4
[6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-diphenyl-silane

: 912351-98-5
6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 912351-96-3
[(E)-6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hex-5-enyloxy]-tert-butyl-diphenyl-silane

: 912351-98-5
6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

2: 90 percent / TBAF / CH₂Cl₂ / 12 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; platinum(IV) oxide; In dichloromethane; ethyl acetate;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 912351-98-5
6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / imidazole / CH₂Cl₂ / 12 h / 0 °C

2: 82 percent / imidazole; I₂; PPh₃ / toluene / 0.5 h / 20 °C

3: 80 percent / toluene / 24 h / Heating

4: 74 percent / n-BuLi / tetrahydrofuran / 2 h / -78 °C

5: 93 percent / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

6: 90 percent / TBAF / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; iodine; triphenylphosphine; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 4: Wittig olefination;
DOI:10.1016/j.tetlet.2006.07.043