(2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

Base Information

Chemical Name:(2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide
CAS No.:1448798-18-2
Molecular Formula:C₂₁H₃₄N₂O₃
Molecular Weight:362.513
Hs Code.:

Synonyms:(2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

Suppliers and Price of (2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

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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 (2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

Chemical Property:

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Technology Process of (2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

There total 6 articles about (2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide 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: 92.0%

: 1448796-66-4
(3S,4S)-N-butyl-3-isopropyl-4-(4-methylphenyl)-2-oxo-4-(propanamido)butanamide

: 1448798-18-2
(2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

: 1448797-56-5
(2R,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

Guidance literature:: With MgBr₄*C₄H₁₀O; diisobutylaluminium hydride; In diethyl ether; dichloromethane; toluene; at -45 ℃; for 2h; Overall yield = 99 %; diastereoselective reaction;
DOI:10.1002/chem.201300023

Reference yield:

: C₂₁H₃₄N₂O₃

: 1448798-18-2
(2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

: 1448797-56-5
(2R,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 14 h / 25 °C

2: MgBr₄*C₄H₁₀O; diisobutylaluminium hydride / dichloromethane; diethyl ether; toluene / 2 h / -45 °C

With MgBr₄*C₄H₁₀O; diisobutylaluminium hydride; Dess-Martin periodane; In diethyl ether; dichloromethane; toluene;
DOI:10.1002/chem.201300023

Reference yield:

: 365441-83-4
tert-butyl (p-tolyl(tosyl)methyl)carbamate

: 1448798-18-2
(2S,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

: 1448797-56-5
(2R,3S,4S)-N-butyl-2-hydroxy-3-isopropyl-4-(4-methylphenyl)-4-(propanamido)butanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / tetrahydrofuran / 3 h / 50 °C

2.1: L-proline / acetonitrile / 18 h / 0 °C

3.1: dichloromethane / 20 h / 25 °C

4.1: trifluoroacetic acid / dichloromethane / 3 h / 25 °C

4.2: 14 h / 25 °C

5.1: Dess-Martin periodane / dichloromethane / 14 h / 25 °C

6.1: MgBr₄*C₄H₁₀O; diisobutylaluminium hydride / dichloromethane; diethyl ether; toluene / 2 h / -45 °C

With MgBr₄*C₄H₁₀O; diisobutylaluminium hydride; caesium carbonate; Dess-Martin periodane; trifluoroacetic acid; L-proline; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; acetonitrile; 2.1: |Mannich Aminomethylation / 3.1: |Passerini Condensation;
DOI:10.1002/chem.201300023