methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

Base Information

Chemical Name:methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate
CAS No.:1445872-94-5
Molecular Formula:C₂₃H₂₂F₃NO₈
Molecular Weight:497.425
Hs Code.:

Synonyms:methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

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Chemical Property of methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

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Technology Process of methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

There total 10 articles about methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate 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: 83.0%

: 1445873-26-6
methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-1H-indole-2-carboxylate

: 1445872-94-5
methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 40 ℃; for 20h;
DOI:10.1039/c5ra00946d

Reference yield:

: 1445873-21-1
(2R,3R,4S)-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol

: 1445872-94-5
methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; N,N-dimethyl-formamide / 16 h / 0 - 20 °C

2.1: pyridine / dichloromethane / 16 h / 0 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.67 h / 0 °C

4.1: potassium tert-butylate / acetonitrile / 0.5 h / 20 °C

4.2: 3 h / 20 °C

5.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water; butan-1-ol / 8 h / 0 °C

6.1: pyridinium p-toluenesulfonate / ethanol / 20 h / 40 °C

With pyridine; 1H-imidazole; osmium(VIII) oxide; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; acetonitrile; butan-1-ol;

Reference yield:

: 1445873-22-2
(2R,3S,4S)-4-((tert-butyldimethylsilyl)oxy)-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3,4-dihydro-2H-pyran-3-ol

: 1445872-94-5
methyl 6-phenyl-4-(trifluoromethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-oxy)-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / dichloromethane / 16 h / 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.67 h / 0 °C

3.1: potassium tert-butylate / acetonitrile / 0.5 h / 20 °C

3.2: 3 h / 20 °C

4.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water; butan-1-ol / 8 h / 0 °C

5.1: pyridinium p-toluenesulfonate / ethanol / 20 h / 40 °C

With pyridine; osmium(VIII) oxide; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; acetonitrile; butan-1-ol;