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

Base Information

• Chemical Name: Acetic acid (1R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl ester
• CAS No.: 911136-06-6
• Molecular Formula: C₂₀H₁₉FO₆S₂
• Molecular Weight: 438.498
• Mol file: 911136-06-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about Acetic acid (1R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl 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-fluoro-1,1-bis(phenylsulfonyl)methane (910650-82-7) + cis-1,4-diacetoxy-2-cyclopentene (54664-61-8) → Acetic acid (1R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl ester (911136-06-6) + Acetic acid (1S,4R)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl ester

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); (R,R)-DPPBA; caesium carbonate; In dichloromethane; at 0 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1002/anie.200600625

Reference yield:

bis(phenylsulfonyl)methane (3406-02-8) → Acetic acid (1R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-cyclopent-2-enyl ester (911136-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Selectfluor; NaH / acetonitrile; tetrahydrofuran / 3 h / 20 °C

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

With bis(η3-allyl-μ-chloropalladium(II)); (R,R)-DPPBA; sodium hydride; caesium carbonate; Selectfluor; In tetrahydrofuran; dichloromethane; acetonitrile;

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 (1R,2R,3R,4S)-4-(bis-benzenesulfonyl-fluoro-methyl)-2,3-dihydroxy-cyclopentyl ester

Guidance literature:

With osmium(VIII) oxide; N-methyl-2-indolinone; water; In acetone; at 20 ℃; for 12h;

DOI:10.1002/anie.200600625

upstream raw materials:

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

cis-1,4-diacetoxy-2-cyclopentene

bis(phenylsulfonyl)methane

Downstream raw materials:

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