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

Base Information

• Chemical Name: (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone
• CAS No.: 1383959-14-5
• Molecular Formula: C₂₈H₂₉NO₄
• Molecular Weight: 443.543
• Mol file: 1383959-14-5.mol

Synonyms:(4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

Chemical Property of (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

There total 15 articles about (4R)-3-[(2R,3R)-2-methyl-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-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: 86.0%

(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)

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 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: 85.0%

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)

Guidance literature:

(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -20 ℃; for 0.5h; Inert atmosphere;

methyl bromide; In tetrahydrofuran; at -20 - 0 ℃; for 1.5h;

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

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

Downstream raw materials:

tapentadol hydrochloride

(αR,βR)-β-ethyl-α-methyl-3-(phenylmethoxy) benzenepropanoic acid

C₁₉H₂₁ClO₂

(αR,βR)-β-ethyl-N,N,α-trimethyl-3-(phenylinethoxy)benzenepropanamide