((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester

Base Information

• Chemical Name: ((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester
• CAS No.: 244010-28-4
• Molecular Formula: C₃₀H₃₁NO₃
• Molecular Weight: 453.581
• Mol file: 244010-28-4.mol

Synonyms:((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester

Chemical Property of ((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester

There total 2 articles about ((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester 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: 88.0%

(1R)-1-phenylethyl isocyanate (33375-06-3) + exo-6-hydroxy-exo-4,exo-8-diphenylbicyclo[3.3.1]nonan-2-one → ((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester (244010-28-4)

Guidance literature:

With dmap; In tetrahydrofuran; for 18h; Heating;

DOI:10.1002/(sici)1099-0690(199908)1999:8<1811::aid-ejoc1811>3.0.co;2-v

Reference yield:

exo-4,exo-8-diphenylbicyclo[3.3.1]nonane-2,6-dione → ((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester (244010-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / sodium borohydride / ethanol / 16 h / 20 - 25 °C

2: 88 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 18 h / Heating

With dmap; sodium tetrahydroborate; In tetrahydrofuran; ethanol; 1: Hydrogenation / 2: Acylation;

DOI:10.1002/(sici)1099-0690(199908)1999:8<1811::aid-ejoc1811>3.0.co;2-v

Reference yield:

((R)-1-Phenyl-ethyl)-carbamic acid (1R,2S,4R,5R,8R)-6-oxo-4,8-diphenyl-bicyclo[3.3.1]non-2-yl ester (244010-28-4) → (1R)-2,6-dihydroxy-exo-4,exo-8-diphenylbicyclo[3.3.1]nonane

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 6h; Heating;

DOI:10.1002/(sici)1099-0690(199908)1999:8<1811::aid-ejoc1811>3.0.co;2-v

upstream raw materials:

(1R)-1-phenylethyl isocyanate