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

Base Information

• Chemical Name: 1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol
• CAS No.: 1402436-26-3
• Molecular Formula: C₃₅H₃₅BrO₆
• Molecular Weight: 631.563

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

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

Chemical Property:

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

There total 4 articles about 1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol 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: 70.0%

trityl chloride (76-83-5) + 1-(6-(2-bromobenzyloxy)tetrahydro-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol (200346-54-9) → 1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol (1402436-26-3)

Guidance literature:

With pyridine; at 60 ℃; for 10h;

DOI:10.1002/adsc.201100988

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol (1402436-26-3)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1002/adsc.201100988

Reference yield:

1-Bromo-2-bromomethyl-benzene (3433-80-5) → 1-[6-(2-bromobenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-trityloxyethanol (1402436-26-3)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1002/adsc.201100988

upstream raw materials:

trityl chloride

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

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

Downstream raw materials:

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

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

6-(2-bromobenzyloxy)-2,2-dimethyl-5-(1-prop-2-ynyloxy-2-trityloxyethyl)tetrahydrofuro[2,3-d][1,3]dioxole

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