5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Base Information

• Chemical Name: 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole
• CAS No.: 1402436-30-9
• Molecular Formula: C₄₂H₄₁BrO₆
• Molecular Weight: 721.688

Synonyms:5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Chemical Property of 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Chemical Property:

Purity/Quality:

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Technology Process of 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

There total 5 articles about 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 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: 80.0%

1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol (1402436-26-3) + benzyl bromide (100-39-0) → 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole (1402436-30-9)

Guidance literature:

1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol; With tetrabutylammomium bromide; sodium hydroxide; In dichloromethane; at 0 - 20 ℃;

benzyl bromide; In dichloromethane; at 20 ℃;

DOI:10.1002/adsc.201100988

Reference yield:

1-Bromo-2-bromomethyl-benzene (3433-80-5) → 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole (1402436-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 0 - 20 °C

1.2: 20 °C

2.1: water; acetic acid / 8 h / 20 °C

3.1: pyridine / 10 h / 60 °C

4.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 0 - 20 °C

4.2: 20 °C

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

DOI:10.1002/adsc.201100988

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 5-(1-benzyloxy-2-trityloxyethyl)-6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole (1402436-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 0 - 20 °C

1.2: 20 °C

2.1: water; acetic acid / 8 h / 20 °C

3.1: pyridine / 10 h / 60 °C

4.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 0 - 20 °C

4.2: 20 °C

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

DOI:10.1002/adsc.201100988

upstream raw materials:

1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol

benzyl bromide

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

(3aR,5R,6S,6aR)-6-(2-bromo-benzyloxy)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

Downstream raw materials:

2-benzyloxy-2-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethanol

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