(R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one

Base Information

• Chemical Name: (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one
• CAS No.: 1383959-15-6
• Molecular Formula: C₂₈H₂₉NO₄
• Molecular Weight: 443.543
• Mol file: 1383959-15-6.mol

Synonyms:(R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one

Chemical Property of (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one

There total 5 articles about (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-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:

methyl bromide (74-83-9) + (4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone (1383959-12-3) → (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone (1383959-14-5) + (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one (1383959-15-6)

Guidance literature:

(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

methyl bromide; In tetrahydrofuran; at -78 - -20 ℃; for 4h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.03.012

Reference yield:

(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone (1383959-12-3) + methyl iodide (74-88-4) → (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone (1383959-14-5) + (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one (1383959-15-6)

Guidance literature:

(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 - -20 ℃; for 4h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.03.012

Reference yield:

(4R)-3-[(2E)-3-[3-(benzyloxy)phenyl]acryloyl]-4-phenyl-oxazolidin-2-one (1383959-11-2) → (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone (1383959-14-5) + (R)-3-((2S,3R)-3-[3-(benzyloxy)phenyl]-2-methylpentanoyl)-4-phenyloxazolidin-2-one (1383959-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.42 h / -40 °C / Inert atmosphere; Large scale reaction

1.2: 0.42 h / -40 °C / Inert atmosphere; Large scale reaction

1.3: 2 h / -40 - -20 °C / Inert atmosphere; Large scale reaction

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -40 °C / Inert atmosphere

2.2: 4 h / -78 - -20 °C / Inert atmosphere

With copper(I) bromide dimethylsulfide complex; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2012.03.012

upstream raw materials:

methyl bromide

(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

(4R)-3-[(2E)-3-[3-(benzyloxy)phenyl]acryloyl]-4-phenyl-oxazolidin-2-one

methyl iodide