(1S,2R)-N₁-benzyl-N₄-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride

Base Information

• Chemical Name: (1S,2R)-N₁-benzyl-N₄-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride
• CAS No.: 1221409-00-2
• Molecular Formula: C₂₈H₃₅ClN₂O₂*ClH
• Molecular Weight: 503.512

Synonyms:(1S,2R)-N₁-benzyl-N₄-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride

Chemical Property of (1S,2R)-N₁-benzyl-N₄-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride

Chemical Property:

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Technology Process of (1S,2R)-N₁-benzyl-N₄-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride

There total 6 articles about (1S,2R)-N₁-benzyl-N₄-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride 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:

(1R,2S)-2-(4-benzylpiperazin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl)hexan-1-ol (1221409-16-0) → (1S,2R)-N1-benzyl-N4-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride (1221409-00-2)

Guidance literature:

With hydrogenchloride; In methanol; ethanol; pH=2;

Reference yield:

(S)-2-[2-(1,3-dioxoisoindole)hexanoyl]-5-chloro-6-methoxylnaphthaline (1221409-48-8) → (1S,2R)-N1-benzyl-N4-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride (1221409-00-2)

Guidance literature:

Multi-step reaction with 5 steps

1: aluminum isopropoxide / isopropyl alcohol; toluene / 4 h / 100 °C

2: hydrazine hydrate / methanol / 3 h / 20 °C

3: triethylamine / acetonitrile / 20 h / Reflux

4: dichloromethane; methanol / Resolution of racemate

5: hydrogenchloride / ethanol; methanol / pH 2

With hydrogenchloride; hydrazine hydrate; aluminum isopropoxide; triethylamine; In methanol; ethanol; dichloromethane; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

L-Norleucine (327-57-1) → (1S,2R)-N1-benzyl-N4-[1-butyl-2-hydroxy-2-(5'-chloro-6'-methoxyl-2'-naphthyl)ethyl]piperazine hydrochloride (1221409-00-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine / toluene / 24 h / 110 °C

2.1: oxalyl dichloride; pyridine / dichloromethane / 20 h / 0 - 20 °C

2.2: 3 h / 20 °C

3.1: aluminum isopropoxide / isopropyl alcohol; toluene / 4 h / 100 °C

4.1: hydrazine hydrate / methanol / 3 h / 20 °C

5.1: triethylamine / acetonitrile / 20 h / Reflux

6.1: dichloromethane; methanol / Resolution of racemate

7.1: hydrogenchloride / ethanol; methanol / pH 2

With pyridine; hydrogenchloride; oxalyl dichloride; hydrazine hydrate; aluminum isopropoxide; triethylamine; In methanol; ethanol; dichloromethane; isopropyl alcohol; toluene; acetonitrile;

upstream raw materials:

N,N-bis(2-chloro-ethyl)-benzenemethanamine

L-Norleucine

(S)-2-(1,3-dioxoisoindolin-2-yl)hexanoic acid

(S)-2-[2-(1,3-dioxoisoindole)hexanoyl]-5-chloro-6-methoxylnaphthaline

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