(3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

Base Information

Chemical Name:(3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol
CAS No.:1030614-10-8
Molecular Formula:C₁₆H₂₁BrO₆
Molecular Weight:389.243
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

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Chemical Property of (3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

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Technology Process of (3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

There total 5 articles about (3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol 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:

: (3aR,5S,6S,6aR)-6-(2-Bromo-5-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

: 1030614-10-8
(3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tet.2005.07.054

Reference yield:

: 19614-12-1
2-bromo-5-methoxybenzyl bromide

: 1030614-10-8
(3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / Bu₄NBr; sodium hydroxide / CH₂Cl₂; H₂O / 12 h / 20 °C

2: acetic acid / H₂O / 12 h / 20 °C

3: NaIO₄ / methanol; H₂O / 0 °C

4: NaBH₄ / ethanol / 2 h / 0 - 20 °C

With sodium hydroxide; sodium tetrahydroborate; sodium periodate; tetrabutylammomium bromide; acetic acid; In methanol; ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2005.07.054

Reference yield:

: 200346-55-0
(R)-1-[(3aR,5R,6S,6aR)-6-(2-Bromo-5-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

: 1030614-10-8
(3aR,5R,6S,6aR)-[6-(2-bromo-5-methoxybenzyloxy)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol

Guidance literature:: Multi-step reaction with 2 steps

1: NaIO₄ / methanol; H₂O / 0 °C

2: NaBH₄ / ethanol / 2 h / 0 - 20 °C

With sodium tetrahydroborate; sodium periodate; In methanol; ethanol; water;
DOI:10.1016/j.tet.2005.07.054