[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

Base Information

Chemical Name:[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol
CAS No.:1613393-59-1
Molecular Formula:C₂₀H₂₂BrF₂NO₃
Molecular Weight:442.3
Hs Code.:

Synonyms:[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

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Chemical Property of [(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

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Technology Process of [(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

There total 7 articles about [(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol 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%

: 1613393-58-0
(3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(5-bromo-2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole

: 1613393-59-1
[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

Guidance literature:: With samarium iodide; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

Reference yield:

: 1220328-97-1
(3aR,5R)-5-[(benzyloxy)methyl]-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c][1,2]oxazole

: 1613393-59-1
[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / toluene; isopropyl alcohol / 0.5 h / -74 °C / Inert atmosphere

1.2: 1.5 h / -78 - 5 °C

2.1: samarium iodide / tetrahydrofuran / 1.5 h / 0 - 20 °C

With boron trifluoride diethyl etherate; In tetrahydrofuran; isopropyl alcohol; toluene;

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 1613393-59-1
[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 30 °C

1.2: 19 h / 20 - 70 °C

2.1: formic acid; water / 2.5 h / 20 °C

2.2: 18 h / 20 °C

3.1: sodium hypochlorite / water; dichloromethane / 1.5 h / 0 - 15 °C

4.1: boron trifluoride diethyl etherate / toluene; isopropyl alcohol / 0.5 h / -74 °C / Inert atmosphere

4.2: 1.5 h / -78 - 5 °C

5.1: samarium iodide / tetrahydrofuran / 1.5 h / 0 - 20 °C

With sodium hypochlorite; formic acid; boron trifluoride diethyl etherate; water; sodium hydride; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol; toluene; mineral oil;