3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate

Base Information

• Chemical Name: 3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate
• CAS No.: 895153-68-1
• Molecular Formula: C₂₁H₂₉NO₃
• Molecular Weight: 343.466
• Mol file: 895153-68-1.mol

Synonyms:3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate

Chemical Property of 3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate

There total 2 articles about 3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate 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: 80.0%

N-trichloroethoxyformyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (895153-67-0) → 3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (895153-68-1)

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 5h;

DOI:10.1081/SCC-200057293

Reference yield:

N-methyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate → 3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (895153-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / benzene / 20 h / Heating

2: 80 percent / glacial acetic acid; Zn / 5 h / 20 °C

With acetic acid; zinc; In benzene;

DOI:10.1081/SCC-200057293

Reference yield:

3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (895153-68-1) + N-tosyl-L-glutamic acid (4816-80-2) → (-)-2'-cyclopentyl-2'-phenyl-2'-hydroxyacetic acid [N-(2,2,2-trichloroethoxyformyl)-3-aza-bicyclo[3.3.1]nonan-9-yl]ester (+)-N-p-tosylglutamic acid salt (860644-55-9)

Guidance literature:

In ethanol; at 20 - 50 ℃; Resolution of racemate;

upstream raw materials:

N-trichloroethoxyformyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate

Downstream raw materials:

(-)-2'-cyclopentyl-2'-phenyl-2'-hydroxyacetic acid [N-(2,2,2-trichloroethoxyformyl)-3-aza-bicyclo[3.3.1]nonan-9-yl]ester (+)-N-p-tosylglutamic acid salt

(R)-N-methyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate