2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

Base Information

Chemical Name:2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol
CAS No.:634912-25-7
Molecular Formula:C₁₂H₁₄INO₃
Molecular Weight:347.153
Hs Code.:

2-(2-iodo-6,7-dimethoxy-1<i>H</i>-indol-3-yl)-ethanol

Synonyms:2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

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Chemical Property of 2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

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Technology Process of 2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

There total 1 articles about 2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol 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:

: 55149-84-3
2-nitroveratraldehyde

: 634912-25-7
2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80.5 percent / n-Bu₄N⁽¹⁺⁾*I^(1-); NaOH / H₂O; CH₂Cl₂ / 0.42 h / 5 °C

2.1: Zn; AcOH / CH₂Cl₂ / 10 - 20 °C

3.1: Ac₂O / CH₂Cl₂ / 0.17 h / 5 °C

4.1: 63.3 percent / pyridine; phosphopus oxychloride / CH₂Cl₂ / 1.17 h / 5 °C

5.1: Bu₃SnH; AIBN / acetonitrile / 1.5 h / Heating

5.2: 84.6 percent / I₂ / acetonitrile / 1 h / 20 °C

6.1: 12.5 g / DIBAL / toluene / 0.83 h / 5 °C

With pyridine; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic anhydride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; acetic acid; zinc; trichlorophosphate; In dichloromethane; water; toluene; acetonitrile; 1.1: Wittig olefination;
DOI:10.1021/ol034445e

Reference yield:

: 634912-25-7
2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

: 545363-32-4
(11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 85.3 percent / pyridine / 0.5 h

2.1: 78 percent / triethylamine; Pd(PPh₃)4; CuI / 2 h / 70 °C

3.1: 94.3 percent / 4-(dimethylamino)pyridine / acetonitrile / 0.25 h / 20 °C

4.1: 97 percent / H₂ / Pd on carbon / ethanol / 3.5 h / 20 °C / 760 Torr

5.1: 96.2 percent / K₂CO₃ / methanol / 1 h / 20 °C

6.1: 92.7 percent / PPh₃; DEAD / benzene; toluene / 0.08 h / 20 °C

7.1: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

8.1: TMSBr / CH₂Cl₂ / 0.25 h / -70 °C

8.2: 91.9 percent / phosphate buffer / CH₂Cl₂; tetrahydrofuran / pH 7.0

With pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; acetonitrile; benzene; 2.1: Sonogashira coupling / 6.1: Mitsunobu reaction;
DOI:10.1021/ol034445e

Reference yield:

: 634912-25-7
2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

: 545363-06-2
(11S)-(12Z)-11-dimethoxymethyl-11-ethoxycarbonylmethyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85.3 percent / pyridine / 0.5 h

2: 78 percent / triethylamine; Pd(PPh₃)4; CuI / 2 h / 70 °C

3: 94.3 percent / 4-(dimethylamino)pyridine / acetonitrile / 0.25 h / 20 °C

4: 97 percent / H₂ / Pd on carbon / ethanol / 3.5 h / 20 °C / 760 Torr

5: 96.2 percent / K₂CO₃ / methanol / 1 h / 20 °C

6: 92.7 percent / PPh₃; DEAD / benzene; toluene / 0.08 h / 20 °C

7: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

8: 92.4 percent / PPh₃; DEAD / benzene / 0.08 h / 20 °C

With pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; toluene; acetonitrile; benzene; 2: Sonogashira coupling / 6: Mitsunobu reaction / 8: intramolecular Mitsunobu reaction;
DOI:10.1021/ol034445e