2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Base Information

• Chemical Name: 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
• CAS No.: 116408-84-5
• Molecular Formula: C₂₆H₂₉F₃O₈S
• Molecular Weight: 558.573
• Mol file: 116408-84-5.mol

Synonyms:

Chemical Property of 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

There total 5 articles about 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl 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:

C26H29F3O6S (116384-37-3) → 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (116408-84-5)

Guidance literature:

With sodium hydroxide; potassium permanganate; benzyltriethylammonium bromide; In tetrahydrofuran; water; at 20 ℃; for 2h; Yield given;

DOI:10.1016/S0040-4039(00)80120-3

Reference yield:

1,2:5,6-di-O-isopropylidene-3-O-tosyl-α-D-glucofuranoside (3253-75-6) → 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (116408-84-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 15 percent / KO₂, 18C₆ / dimethylsulfoxide

2: NaH / tetrahydrofuran / 20 °C

3: 57 percent Chromat_. / CF₃CO₃H, Na₂HPO₄ / CH₂Cl₂ / 0 - 20 °C

4: CuSO₄ / 24 h / 20 °C

With disodium hydrogenphosphate; 18-crown-6 ether; trifluoroacetyl peroxide; sodium hydride; copper(II) sulfate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)80120-3

Reference yield:

2,2,2-trifluoro-1,1-diphenylethane-sulfenyl chloride → 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (116408-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 20 °C

2: 57 percent Chromat_. / CF₃CO₃H, Na₂HPO₄ / CH₂Cl₂ / 0 - 20 °C

3: CuSO₄ / 24 h / 20 °C

With disodium hydrogenphosphate; trifluoroacetyl peroxide; sodium hydride; copper(II) sulfate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)80120-3

upstream raw materials:

C₂₆H₂₉F₃O₆S

2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

acetone

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

Downstream raw materials:

3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose

(1,2:5,6)-di-O-isopropylidene-D-gulose

3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose

Refernces