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

Base Information

Chemical Name:N-((2S,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide
CAS No.:1402829-78-0
Molecular Formula:C₂₁H₃₀N₂O₄S
Molecular Weight:406.546
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 8 articles about N-((2S,3S)-3-amino-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: 80.0%

: 1402829-77-9
N-((2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

: 1402829-78-0
N-((2S,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

Guidance literature:: With Pd(OH)2/C; hydrogen; In methanol; at 20 ℃; for 24h; under 760.051 Torr;
DOI:10.1002/cmdc.201200271

Reference yield:

: 111060-52-7
(S)-2-(dibenzylamino)-3-phenylpropan-1-ol

: 1402829-78-0
N-((2S,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 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

7.1: Pd(OH)2/C; hydrogen / methanol / 24 h / 20 °C / 760.05 Torr

With 1H-imidazole; oxalyl dichloride; Pd(OH)2/C; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; sodium carbonate; dimethyl sulfoxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1.1: |Swern Oxidation;
DOI:10.1002/cmdc.201200271

Reference yield:

: 118970-36-8
(2R,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutanenitrile

: 1402829-78-0
N-((2S,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 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

5.1: Pd(OH)2/C; hydrogen / methanol / 24 h / 20 °C / 760.05 Torr

With 1H-imidazole; Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; sodium carbonate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water;
DOI:10.1002/cmdc.201200271