6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole

Base Information

• Chemical Name: 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole
• CAS No.: 133725-65-2
• Molecular Formula: C₃₁H₂₉NO₄S
• Molecular Weight: 511.642

Synonyms:6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole

Chemical Property of 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole

Chemical Property:

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Technology Process of 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole

There total 3 articles about 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole 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: 90.0%

9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindol-6α-ol (133725-63-0) + benzoyl chloride (98-88-4) → 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole (133725-65-2)

Guidance literature:

With dmap; triethylamine; In chloroform; for 0.5h; Heating;

Reference yield:

(E)-3-(3-methylbuta-1,3-dienyl)-1-tosylindole (121667-71-8) → 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole (133725-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / benzene / RT, 1h, then 60 deg C, 15 min

3: 90 percent / 4-dimethylaminopyridine, triethylamine / CHCl₃ / 0.5 h / Heating

With dmap; triethylamine; In chloroform; benzene;

Reference yield:

(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride (133725-55-0) → 6α-benzoyloxy-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole (133725-65-2)

Guidance literature:

Multi-step reaction with 2 steps

2: 90 percent / 4-dimethylaminopyridine, triethylamine / CHCl₃ / 0.5 h / Heating

With dmap; triethylamine; In chloroform;

upstream raw materials:

9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindol-6α-ol

benzoyl chloride

(E)-3-(3-methylbuta-1,3-dienyl)-1-tosylindole

(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride

Downstream raw materials:

6β-(indol-3-yl)-9,12-dimethyl-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole

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