(2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

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Chemical Name:(2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran
CAS No.:1369405-81-1
Molecular Formula:C₄₃H₄₃ClF₂O₅
Molecular Weight:713.261
Hs Code.:

Synonyms:(2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

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Chemical Property of (2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

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Technology Process of (2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

There total 11 articles about (2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran 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:

: C₄₃H₄₃ClF₂O₆

: 1369405-81-1
(2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -10 ℃; for 1h;
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

: 1369405-81-1
(2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 10 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

9.3: -98 - 20 °C

10.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 1 h / -10 °C

With methanol; triethylsilane; dmap; potassium osmate(VI) dihydrate; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene; acetonitrile; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062

Reference yield:

: 1369405-72-0
(2S,3R)-3-(benzyloxy)-4,4-difluorohex-5-ene-1,2-diyl diacetate

: 1369405-81-1
(2R,4R,5S,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-isopropoxybenzyl)phenyl)-3,3-difluorotetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 9 steps

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

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

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

3.2: 0 - 20 °C

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

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

5.2: 16 h / Reflux

6.1: tetrabutyl ammonium fluoride / 0 - 20 °C

7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0 - 20 °C

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

8.2: 3 h / -98 °C

8.3: -98 - 20 °C

9.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 1 h / -10 °C

With methanol; triethylsilane; dmap; potassium osmate(VI) dihydrate; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene; acetonitrile; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062