N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt

Base Information

• Chemical Name: N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt
• CAS No.: 1345983-18-7
• Molecular Formula: C₃₁H₄₇N₃O₅S*H₃N
• Molecular Weight: 590.828

Synonyms:N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt

Chemical Property of N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt

Chemical Property:

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Technology Process of N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt

There total 5 articles about N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt 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: 6.8%

(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepine-8-carbaldehyde 1,1-dioxide (1345983-46-1) + Nε,Nε-dimethyl-L-lysine (2259-86-1) → N2-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N6,N6-dimethyl-L-lysine ammonium salt (1345983-18-7)

Guidance literature:

N^ε,N^ε-dimethyl-L-lysine; With triethylamine; In dichloromethane; at 20 ℃; for 0.25h;

(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepine-8-carbaldehyde 1,1-dioxide; In dichloromethane; for 1h;

Reference yield:

(3R,5R)-3-butyl-3-ethyl-2,3,4,5-tetrahydro-7,8-dimethoxy-5-phenyl-1-4-benzothiazepine-1,1-dioxide → N2-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N6,N6-dimethyl-L-lysine ammonium salt (1345983-18-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; aluminum (III) chloride / 1,2-dichloro-ethane / 2.5 h / 20 °C

1.2: Cooling with ice

2.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere

3.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 °C

4.2: 1 h / Cooling with ice

5.1: triethylamine / dichloromethane / 0.25 h / 20 °C

5.2: 1 h

With pyridine; hydrogenchloride; aluminum (III) chloride; diisobutylaluminium hydride; triethylamine; zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

Reference yield:

(3R,5R)-3-butyl-3-ethyl-2,3,4,5-tetrahydro-7-methoxy-5-phenyl-1,4-benzothiazepine-8-ol 1,1-dioxide → N2-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N6,N6-dimethyl-L-lysine ammonium salt (1345983-18-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere

2.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 °C

3.2: 1 h / Cooling with ice

4.1: triethylamine / dichloromethane / 0.25 h / 20 °C

4.2: 1 h

With pyridine; diisobutylaluminium hydride; triethylamine; zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepine-8-carbaldehyde 1,1-dioxide

N^ε,N^ε-dimethyl-L-lysine

(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepine-8-carbonitrile-1,1-dioxide

(3R,5R)-3-butyl-3-ethyl-7-methoxy-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepin-8-yl trifluoromethanesulfonate

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