N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide

Base Information

• Chemical Name: N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide
• CAS No.: 1044900-59-5
• Molecular Formula: C₄₄H₄₇ClN₆O₅S₂
• Molecular Weight: 839.479
• Mol file: 1044900-59-5.mol

Synonyms:

Chemical Property of N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide

Chemical Property:

• Density: 1.40±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide

There total 11 articles about N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide 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: 63.0%

4-(((1R)-3-(dimethylamino)-1-((phenylthio)methyl)propyl)amino)-3-nitrobenzenesulfonamide (406233-35-0) + C26H25ClN2O2 (1054332-29-4) → N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide (1044900-59-5)

Guidance literature:

4-(((1R)-3-(dimethylamino)-1-((phenylthio)methyl)propyl)amino)-3-nitrobenzenesulfonamide; C₂₆H₂₅ClN₂O₂; With triethylamine; In ethyl acetate;

With propylphosphonic anhydride; In ethyl acetate; for 30h; Reflux;

DOI:10.1021/acs.oprd.9b00367

Reference yield:

C12H17NOS2 → N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide (1044900-59-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride; zinc / tetrahydrofuran / 0.5 h / 20 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 1 h / 20 °C

4.1: hydrogenchloride / methanol

5.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 24 h / Inert atmosphere; Large scale

6.1: triethylamine / ethyl acetate

6.2: 30 h / Reflux

With hydrogenchloride; di-isopropyl azodicarboxylate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; zinc; In tetrahydrofuran; methanol; dimethyl sulfoxide; ethyl acetate; toluene; 1.1: |Reformatsky Reaction / 3.1: |Mitsunobu Displacement;

DOI:10.1021/acs.oprd.9b00367

Reference yield:

(phenylthio)acetaldehyde diethyl acetal (66616-26-0) → N-({(4aR)-3-[(4'-chloro-[1,1'-biphenyl]-2-yl)methyl]-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinolin-8-yl}carbonyl)-4-({(1R)-3-(dimethylamino)-1-[(phenyl-sulphanyl)methyl]propyl}amino)-3-nitrobenzenesulphonamide (1044900-59-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sulfuric acid / 1 h / Reflux

2.1: pyridinium p-toluenesulfonate / 4 h / Reflux

3.1: diisobutylaluminium hydride; zinc / tetrahydrofuran / 0.5 h / 20 °C

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C

5.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 1 h / 20 °C

6.1: hydrogenchloride / methanol

7.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 24 h / Inert atmosphere; Large scale

8.1: triethylamine / ethyl acetate

8.2: 30 h / Reflux

With hydrogenchloride; di-isopropyl azodicarboxylate; sulfuric acid; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; zinc; In tetrahydrofuran; methanol; dimethyl sulfoxide; ethyl acetate; toluene; 3.1: |Reformatsky Reaction / 5.1: |Mitsunobu Displacement;

DOI:10.1021/acs.oprd.9b00367

upstream raw materials:

(R)-N¹,N¹-dimethyl-4-(phenylthio)butane-1,3-diamine

4-(((1R)-3-(dimethylamino)-1-((phenylthio)methyl)propyl)amino)-3-nitrobenzenesulfonamide

C₂₆H₂₅ClN₂O₂

(phenylthio)acetaldehyde diethyl acetal