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

Base Information

• Chemical Name: [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol
• CAS No.: 1425947-62-1
• Molecular Formula: C₂₀H₂₃F₂NO₃
• Molecular Weight: 363.404
• Mol file: 1425947-62-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(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: 100.0%

(3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (1425947-61-0) → [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol (1425947-62-1)

Guidance literature:

With acetic acid; zinc; for 18h;

Reference yield:

2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine (1220328-95-9) → [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol (1425947-62-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hypochlorite; triethylamine / water; dichloromethane / 22 - 25.5 °C

2.1: boron trifluoride diethyl etherate / toluene; di-isopropyl ether / 0.5 h / -78 °C

2.2: 1 h / -78 - -73 °C

3.1: acetic acid; zinc / 18 h

With sodium hypochlorite; boron trifluoride diethyl etherate; acetic acid; triethylamine; zinc; In dichloromethane; di-isopropyl ether; water; toluene;

Reference yield:

(3aR,5R)-5-[(benzyloxy)methyl]-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c][1,2]oxazole (1220328-97-1) → [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol (1425947-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / toluene; di-isopropyl ether / 0.5 h / -78 °C

1.2: 1 h / -78 - -73 °C

2.1: acetic acid; zinc / 18 h

With boron trifluoride diethyl etherate; acetic acid; zinc; In di-isopropyl ether; toluene;

upstream raw materials:

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

({[(2R)-2-(2,2-diethoxyethoxy)pent-4-en-1-yl]oxy}methyl)benzene

{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}acetaldehyde

2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine

Downstream raw materials:

N-[(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(1-hydroxy-4-methylpent-4-en-1-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-yl]benzamide

N-[(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4, 4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-yl]benzamide

(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(tetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine trifluoroacetate