N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

Base Information

• Chemical Name: N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide
• CAS No.: 1402829-77-9
• Molecular Formula: C₃₅H₄₂N₂O₄S
• Molecular Weight: 586.795
• Mol file: 1402829-77-9.mol

Synonyms:N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

Chemical Property of N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

There total 8 articles about N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide 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: 83.0%

4-methoxy-phenyl-sulphonyl chloride (98-68-0) + (2S,3S)-3-(dibenzylamino)-1-(isobutylamino)-4-phenylbutan-2-ol (169331-41-3) → N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide (1402829-77-9)

Guidance literature:

With sodium carbonate; In dichloromethane; water; at 0 - 20 ℃; for 3h;

DOI:10.1002/cmdc.201200271

Reference yield:

(S)-2-(dibenzylamino)-3-phenylpropan-1-ol (111060-52-7) → N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide (1402829-77-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 - 0 °C

1.2: 1 h

2.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -20 °C

3.1: 1H-imidazole / dichloromethane / 0 - 20 °C

4.1: diisobutylaluminium hydride / diethyl ether; hexane / 3 h / -78 °C

4.2: 3 h / 20 °C

4.3: 20 °C / Cooling with ice

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

6.1: sodium carbonate / water; dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; sodium carbonate; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; 1.1: |Swern Oxidation;

DOI:10.1002/cmdc.201200271

Reference yield:

(2R,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutanenitrile (118970-36-8) → N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide (1402829-77-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 0 - 20 °C

2.1: diisobutylaluminium hydride / diethyl ether; hexane / 3 h / -78 °C

2.2: 3 h / 20 °C

2.3: 20 °C / Cooling with ice

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

4.1: sodium carbonate / water; dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; sodium carbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;

DOI:10.1002/cmdc.201200271

upstream raw materials:

benzyl bromide

(S)-2-(dibenzylamino)-3-phenylpropan-1-ol

(2R,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutanenitrile

4-methoxy-phenyl-sulphonyl chloride

Downstream raw materials:

N-((2S,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide