2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester
• CAS No.: 1026623-32-4
• Molecular Formula: C₂₆H₁₉F₃O₉S
• Molecular Weight: 564.493
• Mol file: 1026623-32-4.mol

Synonyms:2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester

Chemical Property of 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester

There total 5 articles about 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester 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:

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide (145100-50-1) + (2R,3S)-2-Benzo[1,3]dioxol-5-yl-6-benzyloxy-4-oxo-chroman-3-carboxylic acid methyl ester → 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester (1026623-32-4)

Guidance literature:

(2R,3S)-2-Benzo[1,3]dioxol-5-yl-6-benzyloxy-4-oxo-chroman-3-carboxylic acid methyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide; In N,N-dimethyl-formamide; at 0 ℃; for 3h; Further stages.;

DOI:10.1021/jm010382z

Reference yield:

2,5-Dihydroxyacetophenone (490-78-8) → 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester (1026623-32-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: NaI; K₂CO₃ / dimethylformamide / 24 h / 60 °C

2.1: POCl₃ / 20 °C

3.1: aq. NaClO₂; NH₂SO₃H / CH₂Cl₂ / 0.5 h / 0 °C

4.1: (COCl)2; DMF / CH₂Cl₂ / 1 h / 20 °C

5.1: CH₂Cl₂ / 0.25 h

6.1: CuI / tetrahydrofuran / 0.25 h / 20 °C

6.2: tetrahydrofuran / 1 h / 0 °C

7.1: NaH / dimethylformamide / 1 h / 0 °C

7.2: dimethylformamide / 3 h / 0 °C

With sodium chlorite; copper(l) iodide; oxalyl dichloride; aminosulfonic acid; sodium hydride; potassium carbonate; N,N-dimethyl-formamide; sodium iodide; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: Vilsmeier-Haack reaction;

DOI:10.1021/jm010382z

Reference yield:

6-Benzyloxy-4-oxo-4H-chromen-3-carbaldehyde (203919-25-9) → 2-benzo[1,3]dioxol-5-yl-6-benzyloxy-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester (1026623-32-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: aq. NaClO₂; NH₂SO₃H / CH₂Cl₂ / 0.5 h / 0 °C

2.1: (COCl)2; DMF / CH₂Cl₂ / 1 h / 20 °C

3.1: CH₂Cl₂ / 0.25 h

4.1: CuI / tetrahydrofuran / 0.25 h / 20 °C

4.2: tetrahydrofuran / 1 h / 0 °C

5.1: NaH / dimethylformamide / 1 h / 0 °C

5.2: dimethylformamide / 3 h / 0 °C

With sodium chlorite; copper(l) iodide; oxalyl dichloride; aminosulfonic acid; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm010382z

upstream raw materials:

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide

2,5-Dihydroxyacetophenone

6-Benzyloxy-4-oxo-4H-chromen-3-carbaldehyde

Methyl 6-benzyloxy-4-oxo-4H-chromen-3-carboxylate