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

Base Information

• Chemical Name: 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol
• CAS No.: 1403989-29-6
• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.396

Synonyms:2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol

Chemical Property of 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol

There total 5 articles about 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol 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: 85.7%

6-benzyloxy-2,2-dimethyl-5-(1-prop-2-ynyloxy-2-trityloxyethyl)tetrahydrofuro[2,3-d][1,3]dioxole (1402436-23-0) → 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol (1403989-29-6)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1039/d0ob00228c

Reference yield:

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol (22529-61-9) → 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol (1403989-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 10 h / 60 °C

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

3: water; acetic acid / 10 h / 60 °C

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

DOI:10.1002/adsc.201100988

Reference yield:

1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-trityloxyethanol (37073-70-4) → 2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-prop-2-ynyloxyethanol (1403989-29-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: water; acetic acid / 10 h / 60 °C

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

DOI:10.1002/adsc.201100988

upstream raw materials:

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

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

benzyl bromide

3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose

Downstream raw materials:

C₂₆H₂₈O₆

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

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