2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-yl ester

Base Information

• Chemical Name: 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-yl ester
• CAS No.: 90343-69-4
• Molecular Formula: C₁₆H₁₀F₅NO₄S
• Molecular Weight: 407.318

Synonyms:2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-yl ester

Chemical Property of 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-yl ester

Chemical Property:

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Technology Process of 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-yl ester

There total 5 articles about 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-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: 90.1%

2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-(4-aza-tricyclo[6.2.1.02,7]undeca-2,4,6-trien-9-yl) ester (90343-68-3) → 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.02,7]undeca-2,4,6-trien-9-yl ester (90343-69-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 4h; Ambient temperature;

DOI:10.1021/jo00188a003

Reference yield:

pentafluorobenzenesulonyl chloride (832-53-1) → 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.02,7]undeca-2,4,6-trien-9-yl ester (90343-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 10.7 percent / n-butyllithium / tetrahydrofuran; hexane / 1) 0,5 h, 0 deg C, 2) 30 min

2: 90.1 percent / m-chloroperbenzoic acid / CHCl₃ / 4 h / Ambient temperature

With n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; chloroform;

DOI:10.1021/jo00188a003

Reference yield:

5,8-Methano-5,6,7,8-tetrahydroisoquinolin-6-one (90343-75-2) → 2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-4-oxy-4-aza-tricyclo[6.2.1.02,7]undeca-2,4,6-trien-9-yl ester (90343-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄

2: 10.7 percent / n-butyllithium / tetrahydrofuran; hexane / 1) 0,5 h, 0 deg C, 2) 30 min

3: 90.1 percent / m-chloroperbenzoic acid / CHCl₃ / 4 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; chloroform;

DOI:10.1021/jo00188a003

upstream raw materials:

2,3,4,5,6-Pentafluoro-benzenesulfonic acid (1S,8S,9R)-(4-aza-tricyclo[6.2.1.0^2,7]undeca-2,4,6-trien-9-yl) ester

pentafluorobenzenesulonyl chloride

5,8-Methano-5,6,7,8-tetrahydroisoquinolin-6-one

1,3-Dichloro-5,8-dihydro-5,8-methanoisoquinoline

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