8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL

Base Information

• Chemical Name: 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL
• CAS No.: 18717-73-2
• Molecular Formula: C14H19 N O
• Molecular Weight: 217.311
• Mol file: 18717-73-2.mol

Synonyms:1aH,5aH-Nortropan-3a-ol, 8-benzyl- (8CI); 8-Azabicyclo[3.2.1]octan-3-ol,8-(phenylmethyl)-, endo-; Nortropine, 8-benzyl- (6CI,7CI);8-Benzyl-8-azabicyclo[3.2.1]octan-3a-ol; N-Benzylnortropine; endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-ol

Chemical Property of 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL

Chemical Property:

• Refractive Index: 1.598
• PSA: 23.47000
• LogP: 2.11220

Purity/Quality:

97% ^*data from raw suppliers

N-Benzylnortropine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL

There total 7 articles about 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL 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: 98.0%

((1R,3R,5S)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)(phenyl)methanone (204695-89-6) → (1R,3r,5S)-8-benzyl-8-azabicyclo[3.2.1]octan-3-ol (18717-73-2)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(97)10876-0

Reference yield: 76.0%

N-8-benzyl[3.2.1]8-azabicyclooctan-3-one hydrochloride (83393-23-1) → (1R,3r,5S)-8-benzyl-8-azabicyclo[3.2.1]octan-3-ol (18717-73-2)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 4h;

Reference yield: 70.0%

phenylmagnesium bromide (100-58-3) + 3-tropanol (120-29-6) → (1R,3r,5S)-8-benzyl-8-azabicyclo[3.2.1]octan-3-ol (18717-73-2)

Guidance literature:

3-tropanol; With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate; In acetonitrile; at -5 ℃; Inert atmosphere;

phenylmagnesium bromide; In tetrahydrofuran; acetonitrile; at 0 ℃; for 0.0833333h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.6b09690

upstream raw materials:

nortropinone

benzaldehyde

((1R,3R,5S)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)(phenyl)methanone

N-benzylnortropinone

Downstream raw materials:

endo-8-benzyl-8-azabicyclo<3.2.1>oct-3-yl chloroformate hydrochloride

(2-Nitro-phenyl)-carbamic acid (1R,3R,5S)-8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl ester; hydrochloride