N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide

Base Information

• Chemical Name: N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide
• CAS No.: 862911-60-2
• Molecular Formula: C₂₆H₄₂N₂O₃
• Molecular Weight: 430.631
• Mol file: 862911-60-2.mol

Synonyms:

Chemical Property of N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide

There total 1 articles about N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide 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: 62.0%

2-bromo-2-methylpropanamide (7462-74-0) + (+)-1-(3(S)-3-hydroxy-3-cyclohexylpropyl)-3(R),4(R)-dimethyl-4-(3-hydroxyphenyl)piperidine (119193-09-8,120938-72-9) → N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide (862911-60-2)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydride; caesium carbonate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; Heating;

DOI:10.1016/j.bmcl.2005.05.123

Reference yield: 41.0%

N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide (862911-60-2) → (S)-3-[(3R,4R)-4-(3-Amino-phenyl)-3,4-dimethyl-piperidin-1-yl]-1-cyclohexyl-propan-1-ol (862911-43-1)

Guidance literature:

With hydrogenchloride; In ethanol;

DOI:10.1016/j.bmcl.2005.05.123

Reference yield:

N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide (862911-60-2) → {3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-carbamic acid ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / aq. HCl / ethanol

2: 54 percent / pyridine / CH₂Cl₂

With pyridine; hydrogenchloride; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.123

upstream raw materials:

2-bromo-2-methylpropanamide

(+)-1-(3(S)-3-hydroxy-3-cyclohexylpropyl)-3(R),4(R)-dimethyl-4-(3-hydroxyphenyl)piperidine

Downstream raw materials:

(S)-3-[(3R,4R)-4-(3-Amino-phenyl)-3,4-dimethyl-piperidin-1-yl]-1-cyclohexyl-propan-1-ol