(2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

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Chemical Name:(2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)
CAS No.:1369405-87-7
Molecular Formula:C₄₁H₃₀ClF₂N₃O₁₃
Molecular Weight:846.151
Hs Code.:

Synonyms:(2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

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Chemical Property of (2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

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Technology Process of (2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

There total 13 articles about (2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate) 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: 86.0%

: 1369405-64-0
(2R,3R,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol

: 122-04-3
4-nitro-benzoyl chloride

: 1369405-87-7
(2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 50 ℃;
DOI:10.1016/j.tetlet.2012.02.062

Reference yield:

: 1369405-71-9
(S)-2-((R)-1-(benzyloxy)-2,2-difluorobut-3-en-1-yl)oxirane

: 1369405-87-7
(2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

Guidance literature:: Multi-step reaction with 11 steps

1.1: 12 h / 130 °C

2.1: methanol; potassium carbonate / 8 h / 20 °C

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

4.2: 0 - 20 °C

5.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 48 h / 20 °C

6.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux

6.2: 16 h / Reflux

7.1: tetrabutyl ammonium fluoride / 0 - 20 °C

8.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0 - 20 °C

9.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C / Inert atmosphere

9.2: 3 h / -98 °C

10.1: palladium 10% on activated carbon; hydrogen; 1,2-dichloro-benzene / methanol; ethyl acetate / 12 h / 20 °C

11.1: pyridine; dmap / dichloromethane / 0 - 50 °C

With pyridine; methanol; dmap; potassium osmate(VI) dihydrate; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; 1,2-dichloro-benzene; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetone; toluene; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062

Reference yield:

: 1369405-74-2
(2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol

: 1369405-87-7
(2R,3S,4R,6S)-2-(4-chloro-3-(4-methylbenzyl)phenyl)-5,5-difluoro-6-(((4-nitrobenzoyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diyl bis(4-nitrobenzoate)

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

1.2: 0 - 20 °C

2.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 48 h / 20 °C

3.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux

3.2: 16 h / Reflux

4.1: tetrabutyl ammonium fluoride / 0 - 20 °C

5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0 - 20 °C

6.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C / Inert atmosphere

6.2: 3 h / -98 °C

7.1: palladium 10% on activated carbon; hydrogen; 1,2-dichloro-benzene / methanol; ethyl acetate / 12 h / 20 °C

8.1: pyridine; dmap / dichloromethane / 0 - 50 °C

With pyridine; dmap; potassium osmate(VI) dihydrate; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; 1,2-dichloro-benzene; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetone; toluene; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062