1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol

Base Information

• Chemical Name: 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol
• CAS No.: 200346-54-9
• Molecular Formula: C₁₆H₂₁BrO₆
• Molecular Weight: 389.243

Synonyms:1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol

Chemical Property of 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol

Chemical Property:

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Technology Process of 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol

There total 6 articles about 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-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:

1-Bromo-2-bromomethyl-benzene (3433-80-5) → 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol (200346-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 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:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol (200346-54-9)

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

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol (200346-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / sodium hydroxide; Bu₄NBr / CH₂Cl₂; H₂O / 0 - 20 °C

2: AcOH / H₂O / 12 h / 20 °C

With sodium hydroxide; tetrabutylammomium bromide; acetic acid; In dichloromethane; water;

DOI:10.1016/j.tet.2006.09.080

upstream raw materials:

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

1-Bromo-2-bromomethyl-benzene

Downstream raw materials:

5,6-dideoxy-1,2-O-isopropylidene-3-O-(2-bromobenzyl)-α-D-xylo-hex-5-enofuranoside

2-{[(3aR,5R,6S,6aR)-6-(2-Bromo-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hydroxy-methyl}-acrylonitrile

2-{(R)-[(3aR,5R,6S,6aR)-6-(2-bromo-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hydroxy-methyl}-acrylic acid methyl ester

2-{(S)-[(3aR,5R,6S,6aR)-6-(2-bromo-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hydroxy-methyl}-acrylic acid methyl ester

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