Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester

Base Information

• Chemical Name: Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester
• CAS No.: 911136-15-7
• Molecular Formula: C₂₃H₂₅FO₈S₂
• Molecular Weight: 512.577
• Mol file: 911136-15-7.mol

Synonyms:Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester

Chemical Property of Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester

There total 5 articles about Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-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:

Acetic acid (1R,2R,3R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-2,3-dihydroxy-cyclopentyl ester + 2,2-dimethoxy-propane (77-76-9) → Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester (911136-15-7)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 6h;

DOI:10.1002/anie.200600625

Reference yield:

1-fluoro-1,1-bis(phenylsulfonyl)methane (910650-82-7) → Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester (911136-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1: [Pd(allyl)Cl]2; Cs₂CO₃; (R,R)-DPPBA / CH₂Cl₂ / 3 h / 0 °C

2: OsO₄; H₂O; NMO / acetone / 12 h / 20 °C

3: TsOH / acetone / 6 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; bis(η3-allyl-μ-chloropalladium(II)); (R,R)-DPPBA; water; caesium carbonate; toluene-4-sulfonic acid; In dichloromethane; acetone;

DOI:10.1002/anie.200600625

Reference yield:

Acetic acid (1R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl ester (911136-06-6) → Acetic acid (3aS,4R,6S,6aR)-6-(bis-benzenesulfonyl-fluoro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester (911136-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: OsO₄; H₂O; NMO / acetone / 12 h / 20 °C

2: TsOH / acetone / 6 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; water; toluene-4-sulfonic acid; In acetone;

DOI:10.1002/anie.200600625

upstream raw materials:

2,2-dimethoxy-propane

1-fluoro-1,1-bis(phenylsulfonyl)methane

Acetic acid (1R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl ester

cis-1,4-diacetoxy-2-cyclopentene