1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one

Base Information

• Chemical Name: 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one
• CAS No.: 202413-41-0
• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.441
• Mol file: 202413-41-0.mol

Synonyms:1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one

Chemical Property of 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one

There total 2 articles about 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-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: 97.0%

1-(3-benzyloxypropyl)-5-methoxybicyclo[3.2.1]oct-3-en-2-one (183312-15-4) + methyl iodide (74-88-4) → 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one (202413-41-0)

Guidance literature:

methyl iodide; With copper(l) iodide; In diethyl ether; at -20 ℃; for 0.166667h;

1-(3-benzyloxypropyl)-5-methoxybicyclo[3.2.1]oct-3-en-2-one; In diethyl ether; at -78 - 20 ℃; for 0.5h;

DOI:10.1246/bcsj.71.231

Reference yield:

carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester (202413-35-2) → 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one (202413-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / palladium(II) acetate / acetonitrile / 1 h / Heating

2.1: copper(I) iodide / diethyl ether / 0.17 h / -20 °C

2.2: 97 percent / diethyl ether / 0.5 h / -78 - 20 °C

With copper(l) iodide; palladium diacetate; In diethyl ether; acetonitrile; 1.1: Elimination / 2.1: transmetallation / 2.2: Addition;

DOI:10.1246/bcsj.71.231

Reference yield:

chloro-trimethyl-silane (75-77-4) + 1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one (202413-41-0) → [1-(3-benzyloxy-propyl)-5-methoxy-4-methyl-bicyclo[3.2.1]oct-2-en-2-yloxy]-trimethyl-silane (202413-42-1)

Guidance literature:

1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]octan-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1246/bcsj.71.231

upstream raw materials:

1-(3-benzyloxypropyl)-5-methoxybicyclo[3.2.1]oct-3-en-2-one

methyl iodide

carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

Downstream raw materials:

[1-(3-benzyloxy-propyl)-5-methoxy-4-methyl-bicyclo[3.2.1]oct-2-en-2-yloxy]-trimethyl-silane

4-(3-benzyloxypropyl)-1-methylbicyclo[2.2.2]oct-5-en-2-one

1-(3-Benzyloxy-propyl)-5-methoxy-4-methyl-bicyclo[3.2.1]oct-3-en-2-ol

1-(3-benzyloxypropyl)-5-methoxy-4-methylbicyclo[3.2.1]oct-3-en-2-one