2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

Base Information

Chemical Name:2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene
CAS No.:1301256-86-9
Molecular Formula:C₂₉H₃₇NO₈S₂
Molecular Weight:591.747
Hs Code.:

Synonyms:2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

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Chemical Property of 2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

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Technology Process of 2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

There total 9 articles about 2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene 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: 94.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 1301256-69-8
2-[4-(N-methyl-N-Boc-amino)phenyl]-6-(3-methanesulfonyloxy-2-hydroxypropoxy)benzo[b]thiophene

: 1301256-86-9
2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 17h;

Reference yield:

: 19301-39-4
1-benzothiophen-6-ol

: 1301256-86-9
2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 1 h / 0 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1.25 h / -78 - 20 °C / Inert atmosphere

2.2: 3 h / -78 - 20 °C

3.1: potassium carbonate / palladium diacetate / PEG 400 / 3 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / 1,4-diaza-bicyclo[2.2.2]octane / water / 24 h / 45 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -10 °C

8.1: pyridinium p-toluenesulfonate / dichloromethane / 17 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; caesium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; PEG 400;

Reference yield:

: 1301256-30-3
2-[4-(N-methyl-N-Boc-amino)phenyl]-6-hydroxylbenzo[b]thiophene

: 1301256-86-9
2-[4-(N-methyl-N-Boc-amino)phenyl]-6-[3-methanesulfonyloxy-2-(tetrahydropyran-2-yloxy)propoxy]benzo[b]thiophene

Guidance literature:: Multi-step reaction with 4 steps

1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

2: osmium(VIII) oxide; 4-methylmorpholine N-oxide / 1,4-diaza-bicyclo[2.2.2]octane / water / 24 h / 45 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -10 °C

4: pyridinium p-toluenesulfonate / dichloromethane / 17 h / 20 °C

With osmium(VIII) oxide; pyridinium p-toluenesulfonate; caesium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; water; N,N-dimethyl-formamide;