7α-spirobenzocyclohexyl-3-O-benzyloxymorphone

Base Information

• Chemical Name: 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone
• CAS No.: 194468-67-2
• Molecular Formula: C₃₃H₃₃NO₄
• Molecular Weight: 507.629
• Mol file: 194468-67-2.mol

Synonyms:

Chemical Property of 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone

There total 3 articles about 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone 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:

Homophthalic acid (89-51-0) → 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone (194468-67-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

2: 70 percent / carbon tetrabromide, triphenylphosphine / CH₂Cl₂ / 18 h / Ambient temperature

3: 1.) 18-crown-6, potassium bis(trimethylsilyl)amide / 1.) THF, RT, 15 min, 2.) THF, reflux, 21 h

With lithium aluminium tetrahydride; 18-crown-6 ether; carbon tetrabromide; potassium hexamethylsilazane; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970283e

Reference yield:

2-(2-hydroxyethyl)benzyl alcohol (6346-00-5) → 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone (194468-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / carbon tetrabromide, triphenylphosphine / CH₂Cl₂ / 18 h / Ambient temperature

2: 1.) 18-crown-6, potassium bis(trimethylsilyl)amide / 1.) THF, RT, 15 min, 2.) THF, reflux, 21 h

With 18-crown-6 ether; carbon tetrabromide; potassium hexamethylsilazane; triphenylphosphine; In dichloromethane;

DOI:10.1021/jm970283e

Reference yield:

(-)-3-(benzyloxy)-4,5-epoxy-14-hydroxy-N-methylmorphinan-6-one (5868-03-1) + 1-(2-bromo-ethyl)-2-bromomethyl-benzene (38256-56-3) → 7α-spirobenzocyclohexyl-3-O-benzyloxymorphone (194468-67-2) + 7β-spirobenzocyclohexyl-3-O-benzyloxymorphone (194468-68-3)

Guidance literature:

With 18-crown-6 ether; potassium hexamethylsilazane; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, RT, 15 min, 2.) THF, reflux, 21 h;

DOI:10.1021/jm970283e

upstream raw materials:

(-)-3-(benzyloxy)-4,5-epoxy-14-hydroxy-N-methylmorphinan-6-one

1-(2-bromo-ethyl)-2-bromomethyl-benzene

Homophthalic acid

2-(2-hydroxyethyl)benzyl alcohol