(S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one
• CAS No.: 1527484-69-0
• Molecular Formula: C₂₆H₄₀N₂O₄
• Molecular Weight: 444.615
• Mol file: 1527484-69-0.mol

Synonyms:(S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one

Chemical Property of (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one

There total 4 articles about (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one 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: 74.0%

2,2,6,6-tetramethyl-piperidine-N-oxyl (2564-83-2) + (S)-4-benzyl-5,5-dimethyl-N-(3-methylbutanoyl)-1,3-oxazolidin-2-one (1312341-52-8) → (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one (1527484-69-0)

Guidance literature:

(S)-4-benzyl-5,5-dimethyl-N-(3-methylbutanoyl)-1,3-oxazolidin-2-one; With titanium tetrachloride; triethylamine; In dichloromethane; at 23 ℃; for 0.666667h;

2,2,6,6-tetramethyl-piperidine-N-oxyl; In dichloromethane; at 23 ℃; for 0.75h; diastereoselective reaction;

DOI:10.1021/ol403398u

Reference yield:

3-methylbutyric acid (503-74-2) + 3-lithio-4-benzyl-5,5-dimethyl-oxazolidin-2-one → (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one (1527484-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

2.1: triethylamine; titanium tetrachloride / dichloromethane / 0.67 h / 23 °C

2.2: 0.75 h / 23 °C

With oxalyl dichloride; titanium tetrachloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/ol403398u

Reference yield:

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) + C17H22Cl4NO3Ti(1-)*C8H20N(1+) → (S)-4-benzyl-5,5-dimethyl-N-[(S)-3-methyl-2-(1-(2,2,6,6-tetramethylpiperidinyl)oxy)butanoyl]-1,3-oxazolidin-2-one (1527484-69-0)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201402127

upstream raw materials:

3-methylbutyric acid

2,2,6,6-tetramethyl-piperidine-N-oxyl

(S)-4-benzyl-5,5-dimethyl-N-(3-methylbutanoyl)-1,3-oxazolidin-2-one

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical