LY 97436

Base Information

• Chemical Name: LY 97436
• CAS No.: 82970-73-8
• Molecular Formula: C₁₆H₂₅NO
• Molecular Weight: 247.381
• Mol file: 82970-73-8.mol

Synonyms:

Chemical Property of LY 97436

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of LY 97436

There total 12 articles about LY 97436 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:

1-Methyl-4-piperidone (1445-73-4) → picenadol (79201-85-7,82970-73-8,82999-30-2,97966-14-8,117821-97-3,117821-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) sec-butyllithium / 1.)THF, cyclohexane, -50 deg C, 1 h, 2.) -20 deg C, 1,5 h, RT, 1 h

2: p-toluenesulfonic acid monohydrate / toluene / 2 h / Heating; azeotropic separation of water

3: 1.) n-butyllithium / 1.) THF, hexane, -5 deg C, 15 min, THF/hexane, 2.) -5 deg C, 10 min

4: CH₂Cl₂ / 2.5 h / Ambient temperature

5: 1.) H₂, 2.) 48percent aq. hydrobromic acid / 1.) 5percent Pd/CaCO₃ / 1.) triethylamine, 60 psi, 16 h, 2.) reflux, 6 h

With n-butyllithium; hydrogen bromide; hydrogen; sec.-butyllithium; toluene-4-sulfonic acid; Lindlar's catalyst; In dichloromethane; toluene;

DOI:10.1021/jo00281a019

Reference yield:

3-methoxyphenyl bromide (2398-37-0) → 3-((3R,4R)-1,3-Dimethyl-4-propyl-piperidin-4-yl)-phenol (79201-85-7,82970-73-8,82999-30-2,97966-14-8,117821-97-3,117821-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) sec-butyllithium / 1.)THF, cyclohexane, -50 deg C, 1 h, 2.) -20 deg C, 1,5 h, RT, 1 h

2: p-toluenesulfonic acid monohydrate / toluene / 2 h / Heating; azeotropic separation of water

3: 1.) n-butyllithium / 1.) THF, hexane, -5 deg C, 15 min, THF/hexane, 2.) -5 deg C, 10 min

4: CH₂Cl₂ / 2.5 h / Ambient temperature

5: 1.) H₂, 2.) 48percent aq. hydrobromic acid / 1.) 5percent Pd/CaCO₃ / 1.) triethylamine, 60 psi, 16 h, 2.) reflux, 6 h

With n-butyllithium; hydrogen bromide; hydrogen; sec.-butyllithium; toluene-4-sulfonic acid; Lindlar's catalyst; In dichloromethane; toluene;

DOI:10.1021/jo00281a019

Reference yield:

1-Methyl-4-piperidone (1445-73-4) → 3-((3R,4R)-1,3-Dimethyl-4-propyl-piperidin-4-yl)-phenol (79201-85-7,82970-73-8,82999-30-2,97966-14-8,117821-97-3,117821-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) sec-butyllithium / 1.)THF, cyclohexane, -50 deg C, 1 h, 2.) -20 deg C, 1,5 h, RT, 1 h

2: p-toluenesulfonic acid monohydrate / toluene / 2 h / Heating; azeotropic separation of water

3: 1.) n-butyllithium / 1.) THF, hexane, -5 deg C, 15 min, THF/hexane, 2.) -5 deg C, 10 min

4: CH₂Cl₂ / 2.5 h / Ambient temperature

5: 1.) H₂, 2.) 48percent aq. hydrobromic acid / 1.) 5percent Pd/CaCO₃ / 1.) triethylamine, 60 psi, 16 h, 2.) reflux, 6 h

With n-butyllithium; hydrogen bromide; hydrogen; sec.-butyllithium; toluene-4-sulfonic acid; Lindlar's catalyst; In dichloromethane; toluene;

DOI:10.1021/jo00281a019

upstream raw materials:

(+/-)-1,4,5,6-tetrahydro-4-(3-methoxyphenyl)-N,N,1-trimethyl-4-propyl-3-pyridinemethaneamine

1-Methyl-4-piperidone

3-methoxyphenyl bromide

(+/-)-4-(3-methoxyphenyl)-1-methyl-4-piperidinol