1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone

Base Information

• Chemical Name: 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone
• CAS No.: 141557-08-6
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• Mol file: 141557-08-6.mol

Synonyms:1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone

Chemical Property of 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone

There total 13 articles about 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone 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: 50.0%

1-<8-benzyl-2-exo--8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone → 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone (141557-08-6)

Guidance literature:

With aluminum oxide; In dichloromethane;

DOI:10.3987/com-98-8447

Reference yield:

8-benzyl-2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carbonitrile (62215-46-7,62215-47-8,141583-52-0,141583-53-1) → 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone (141557-08-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / hydrogen / black palladium / methanol / 5 h / Ambient temperature

2: 39 percent / sodium borohydride / methanol / 3 h / Ambient temperature

3: 84 percent / triethylamine / diethyl ether / 4 h / 25 °C

4: 83 percent / magnesium ribbon, iodine / diethyl ether / 24 h

5: 50 percent / alumina / CH₂Cl₂

With aluminum oxide; sodium tetrahydroborate; hydrogen; iodine; magnesium; triethylamine; palladium; In methanol; diethyl ether; dichloromethane;

DOI:10.3987/com-98-8447

Reference yield:

3-HYDROXYPYRIDINE (109-00-2) → 1-<8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>oct-6-exo-yl>ethanone (141557-08-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / acetone / Ambient temperature

2: 54.4 percent / Et₃N, hydroquinone / 20 h / Heating

3: 97 percent / H₂ / Pd-black / methanol / 20 h / 760 Torr / Ambient temperature

4: 56 percent / NaBH₄ / methanol / 2 h / 25 °C

5: 100 percent / Et₃N / diethyl ether / 5 h / 25 °C

With sodium tetrahydroborate; hydrogen; triethylamine; hydroquinone; palladium; In methanol; diethyl ether; acetone;

DOI:10.1021/jo00039a005

upstream raw materials:

8-benzyl-2-exo-<(trimethylsilyl)oxy>-8-azabicyclo<3.2.1>octane-6-exo-carbonitrile

methyl iodide

8-benzyl-2-oxo-8-azabicyclo<3.2.1>octane-6-exo-carbonitrile

8-benzyl-2-exo-hydroxy-8-azabicyclo<3.2.1>octane-6-exo-carbonitrile

Downstream raw materials:

8-benzyl-6-exo-(acetyloxy)-8-azabicyclo<3.2.1>octan-2-exo-ol

Bao Gong Teng A