exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one

Base Information

• Chemical Name: exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one
• CAS No.: 221099-70-3
• Molecular Formula: C₂₂H₂₄O₂
• Molecular Weight: 320.431
• Mol file: 221099-70-3.mol

Synonyms:exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one

Chemical Property of exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one

There total 6 articles about exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one 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: 89.0%

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester (125637-45-8) + phenylmagnesium bromide (100-58-3) → exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one (221099-70-3)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(98)02548-9

Reference yield: 89.0%

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester (125637-45-8) + phenylmagnesium bromide → exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one (221099-70-3)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1021/jo9902188

Reference yield: 64.0%

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester (125637-45-8) + phenyllithium (591-51-5) → exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one (221099-70-3)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 18h;

DOI:10.1016/j.jorganchem.2006.07.006

upstream raw materials:

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester

phenylmagnesium bromide

phenyllithium

(1S)-(+)-ketopinic acid

Downstream raw materials:

exo-10,10-diphenyl-10-methoxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one

2-((R)-2,2-dimethyl-3-(diphenylmethylene)cyclopentyl)acetic acid

exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-ol