(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

Base Information

Chemical Name:(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
CAS No.:200346-55-0
Molecular Formula:C₁₇H₂₃BrO₇
Molecular Weight:419.269
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 5 articles about (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 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:

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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: acetic acid / H₂O / 12 h / 20 °C

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

Reference yield:

: 200346-53-8
(3aR,5R,6S,6aR)-6-(2-bromo-5-methoxybenzyloxy)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxole

: 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

Guidance literature:: With acetic acid; at 25 ℃; for 12h; Yield given;
DOI:10.1039/a706249d

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 70.5 percent / 50percent aq. NaOH / Bu₄NBr / CH₂Cl₂ / 12 h / 25 °C

2: 75percent AcOH / 12 h / 25 °C

With sodium hydroxide; acetic acid; tetrabutylammomium bromide; In dichloromethane;
DOI:10.1039/a706249d