(2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide

Base Information

• Chemical Name: (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide
• CAS No.: 1401067-57-9
• Molecular Formula: C₁₉H₃₁N₃O₅
• Molecular Weight: 381.472
• Mol file: 1401067-57-9.mol

Synonyms:

Chemical Property of (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide

There total 6 articles about (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide 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:

(4R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamide → (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide (1401067-57-9)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; for 3h; 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) → (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide (1401067-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 10% Pd/C; hydrogen / ethyl acetate / 20 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.33 h / 20 °C / Inert atmosphere

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

With hydrogenchloride; 10% Pd/C; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/ja3072397

Reference yield:

calcium (R)-pantothenate (137-08-6) → (2R)-N-(3-((4-(2-aminophenyl)-4-hydroxybutyl)amino)-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide (1401067-57-9)

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: 10% Pd/C; hydrogen / ethyl acetate / 20 h / 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.33 h / 20 °C / Inert atmosphere

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

With hydrogenchloride; 4-hydroxybenzotriazole; 10% Pd/C; tetrabutyl ammonium fluoride; hydrogen; oxalic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 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

(4R)-N-(3-((4-(2-aminophenyl)-4-((tert-butyldimethylsilyl)oxy)-butyl)amino)-3-oxopropyl)-2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamide

calcium (R)-pantothenate

Refernces