Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

Base Information

Chemical Name:Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester
CAS No.:189364-01-0
Molecular Formula:C₂₆H₃₁NO₈S
Molecular Weight:517.6
Hs Code.:

Synonyms:Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

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Chemical Property of Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

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Technology Process of Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

There total 15 articles about Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl 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: 79.0%

: 189364-00-9
Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-2,3,3a,6,7,7a-hexahydro-1H-indol-3-ylmethyl ester methyl ester

: 189364-01-0
Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In dichloromethane; for 3.5h; Ambient temperature;
DOI:10.1021/jo9701187

Reference yield:

: 109380-07-6,109431-74-5,122797-27-7,61426-49-1
2-bromocyclohex-2-en-1-ol

: 189364-01-0
Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) 2M Na₂CO₃, Pd(PPh₃)4, 2.) H₂O₂ / 1.) benzene, EtOH, 80 deg C, 1.3 h, 2.) room temperature, 1 h.

2: 99 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

3: (S)-BINAPO, Pd₂dba3*CHCl₃ / tetrahydrofuran / 19 h / Ambient temperature

4: 71 percent / sodium naphthalenide / tetrahydrofuran / 0.83 h / -78 °C

5: 45 percent / K₂CO₃ / various solvent(s) / 216 h / 90 °C

7: 85 percent / imidazole / CH₂Cl₂ / 3 h / Ambient temperature

8: H₂ / 10percent Pd/C / methanol / 9 h / Ambient temperature

9: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

10: 100 percent / Bu₄NF / tetrahydrofuran / 0.5 h / Ambient temperature

11: 91 percent / pyridine / CH₂Cl₂ / 6 h / Ambient temperature

12: 65 percent / CrO₃, 3,5-dimethylpyrazole / CH₂Cl₂ / 20 h / -10 °C

13: 79 percent / H₂ / 10percent Pd/C / CH₂Cl₂ / 3.5 h / Ambient temperature

With pyridine; 1H-imidazole; 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium naphthalenide; sodium carbonate; potassium carbonate; (S)-1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine oxide); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo9701187

Reference yield:

: 122775-35-3
3,4-Dimethoxyphenylboronic acid

: 189364-01-0
Carbonic acid (3R,3aS,7aS)-3a-(3,4-dimethoxy-phenyl)-6-oxo-1-(toluene-4-sulfonyl)-octahydro-indol-3-ylmethyl ester methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) 2M Na₂CO₃, Pd(PPh₃)4, 2.) H₂O₂ / 1.) benzene, EtOH, 80 deg C, 1.3 h, 2.) room temperature, 1 h.

2: 99 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

3: (S)-BINAPO, Pd₂dba3*CHCl₃ / tetrahydrofuran / 19 h / Ambient temperature

4: 71 percent / sodium naphthalenide / tetrahydrofuran / 0.83 h / -78 °C

5: 45 percent / K₂CO₃ / various solvent(s) / 216 h / 90 °C

7: 85 percent / imidazole / CH₂Cl₂ / 3 h / Ambient temperature

8: H₂ / 10percent Pd/C / methanol / 9 h / Ambient temperature

9: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

10: 100 percent / Bu₄NF / tetrahydrofuran / 0.5 h / Ambient temperature

11: 91 percent / pyridine / CH₂Cl₂ / 6 h / Ambient temperature

12: 65 percent / CrO₃, 3,5-dimethylpyrazole / CH₂Cl₂ / 20 h / -10 °C

13: 79 percent / H₂ / 10percent Pd/C / CH₂Cl₂ / 3.5 h / Ambient temperature

With pyridine; 1H-imidazole; 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium naphthalenide; sodium carbonate; potassium carbonate; (S)-1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine oxide); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo9701187