(4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone

Base Information

• Chemical Name: (4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone
• CAS No.: 1356906-88-1
• Molecular Formula: C₁₆H₂₁NO₃
• Molecular Weight: 286.26
• Mol file: 1356906-88-1.mol

Synonyms:(4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone

Chemical Property of (4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone

There total 1 articles about (4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone 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:

4-methyl-5-phenyloxazolidin-2-one (77943-39-6) + 4-[(2)H11]methylpentanoyl chloride (1356906-86-9) → (4R,5S)-4-methyl-3-(1-oxo-4-[(2)H11]methylpentyl)-5-phenyl-2-oxazolidinone (1356906-88-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -5 ℃; for 2h; Inert atmosphere;

DOI:10.1002/jlcr.1936

Reference yield: 54.6%

bromoacetic acid tert-butyl ester (5292-43-3) + (4R,5S)-4-methyl-3-(1-oxo-4-[(2)H11]methylpentyl)-5-phenyl-2-oxazolidinone (1356906-88-1) → [4R-(3S*,4α,5α)]-4-methyl-β-(2-methylpropyl)-γ,2-dioxo-5-phenyl-3-[(2)H10]oxazolidinebutanoic acid 1,1-dimethylethyl ester

Guidance literature:

(4R,5S)-4-methyl-3-(1-oxo-4-[⁽²⁾H₁₁]methylpentyl)-5-phenyl-2-oxazolidinone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -35 ℃; for 0.5h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; hexane; at -35 - -15 ℃;

DOI:10.1002/jlcr.1936

Reference yield:

(4R,5S)-4-methyl-3-(1-oxo-4-[(2)H11]methylpentyl)-5-phenyl-2-oxazolidinone (1356906-88-1) → (S)-5-methyl-3-[[[(4-methylphenyl)sulfonyl]oxy]methyl][(2)H10]hexanoic acid 1,1-dimethylethyl ester

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -35 °C

1.2: -35 - -15 °C

2.1: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 4 h / 0 °C

3.1: dimethylsulfide borane complex / diethyl ether / 5 - 25 °C

3.2: 0 °C

4.1: triethylamine / n-heptane / 0 - 27 °C

With lithium hydroxide monohydrate; dimethylsulfide borane complex; dihydrogen peroxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; n-heptane; water;

DOI:10.1002/jlcr.1936

upstream raw materials:

4-methyl-5-phenyloxazolidin-2-one

4-[⁽²⁾H₁₁]methylpentanoyl chloride