(RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine

Base Information

• Chemical Name: (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine
• CAS No.: 188874-87-5
• Molecular Formula: C₂₁H₂₅NO₂
• Molecular Weight: 323.435
• Mol file: 188874-87-5.mol

Synonyms:(RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine

Chemical Property of (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine

There total 5 articles about (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine 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:

ethyl iodide (75-03-6) + RS)-1-benzyl-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridin-3-ol (188874-86-4) → (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine (188874-87-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 - 35 ℃; Yield given;

DOI:10.1016/S0960-894X(99)00196-1

Reference yield:

1-benzyl-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine (13314-69-7) → (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine (188874-87-5)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. HBr / toluene / Ambient temperature

2: NaBr, Br₂ / H₂O; dioxane

3: aq. NaOH / dioxane / 0 - 20 °C

4: BuLi / tetrahydrofuran / Heating

5: NaH / tetrahydrofuran / 20 - 35 °C

With sodium hydroxide; n-butyllithium; hydrogen bromide; bromine; sodium hydride; sodium bromide; In tetrahydrofuran; 1,4-dioxane; water; toluene;

DOI:10.1016/S0960-894X(99)00196-1

Reference yield:

1-benzyl-4-bromo-4-(4-methoxy-phenyl)-piperidine → (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine (188874-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBr, Br₂ / H₂O; dioxane

2: aq. NaOH / dioxane / 0 - 20 °C

3: BuLi / tetrahydrofuran / Heating

4: NaH / tetrahydrofuran / 20 - 35 °C

With sodium hydroxide; n-butyllithium; bromine; sodium hydride; sodium bromide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/S0960-894X(99)00196-1

upstream raw materials:

ethyl iodide

RS)-1-benzyl-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridin-3-ol

1-benzyl-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine

Downstream raw materials:

(3R,4S,5S)-4-[4-(3-Benzyloxy-propoxy)-phenyl]-3,5-dihydroxy-piperidine-1-carboxylic acid tert-butyl ester

(3R,4S,5S)-3,5-Dihydroxy-4-(4-hydroxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

(3R,4S,5S)-4-(4-Hydroxy-phenyl)-piperidine-3,5-diol