(R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide

Base Information

• Chemical Name: (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide
• CAS No.: 1401067-54-6
• Molecular Formula: C₁₉H₂₇N₃O₇
• Molecular Weight: 409.439
• Mol file: 1401067-54-6.mol

Synonyms:(R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide

Chemical Property of (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide

There total 6 articles about (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-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: 44.0%

(R)-2,2,5,5-tetramethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-1,3-dioxane-4-carbox-amide → (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide (1401067-54-6)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ja3072397

Reference yield:

(4R)-N-(3-((4-((tert-butyldimethylsilyl)oxy)-4-(2-nitrophenyl)butyl)amine)-3-oxo-propyl)-2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamide (1401067-68-2) → (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide (1401067-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 50 °C / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3: hydrogenchloride / water; ethyl acetate / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

DOI:10.1021/ja3072397

Reference yield:

calcium (R)-pantothenate (137-08-6) → (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((4-(2-nitrophenyl)-4-oxobutyl)amino)-3-oxopropyl)-butanamide (1401067-54-6)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalic acid / acetone / 20 h / Molecular sieve; Inert atmosphere; Reflux

2: dicyclohexyl-carbodiimide; 4-hydroxybenzotriazole / N,N-dimethyl-formamide / 19 h / 5 - 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 50 °C / Inert atmosphere

4: Dess-Martin periodane / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

5: hydrogenchloride / water; ethyl acetate / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; 4-hydroxybenzotriazole; tetrabutyl ammonium fluoride; oxalic acid; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja3072397

upstream raw materials:

4-((tert-butyldimethylsilyl)oxy)-(2-nitrophenyl)butan-2-amine

(4R)-N-(3-((4-((tert-butyldimethylsilyl)oxy)-4-(2-nitrophenyl)butyl)amine)-3-oxo-propyl)-2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamide

calcium (R)-pantothenate

2-(4-hydroxy-4-(2-nitrophenyl)butyl)isoindoline-1,3-dione