(4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one

Base Information

• Chemical Name: (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one
• CAS No.: 172900-72-0
• Molecular Formula: C₂₇H₃₅NO₆
• Molecular Weight: 469.578
• Mol file: 172900-72-0.mol

Synonyms:(4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one

Chemical Property of (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one

There total 13 articles about (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)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: 98.0%

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one (145589-03-3) + 4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene (172900-73-1) → (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one (172900-72-0)

Guidance literature:

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at 70 ℃; for 1.16667h; Inert atmosphere;

4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene; In tetrahydrofuran; at 0 - 70 ℃; Inert atmosphere;

DOI:10.1021/op400205k

Reference yield: 84.0%

4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene (172900-73-1) → (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one (172900-72-0)

Guidance literature:

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; for 0.5h; Cooling with acetone-dry ice;

4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene; In tetrahydrofuran; at 20 ℃;

Reference yield:

4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → (4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one (172900-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / ethanol

2: PBr₃ / CH₂Cl₂

3: 76 percent / LiHMDS / tetrahydrofuran

With sodium tetrahydroborate; phosphorus tribromide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.07.028

upstream raw materials:

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one

4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene

isovanillin

4-methoxy-3-(3-methoxypropoxy)benzaldehyde

Downstream raw materials:

(R)-2-[4-methoxy-3-(3-methoxypropoxyl)]phenylmethyl-3-methyl-1-chlorobutane

(2S,7R,E)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-N,N,8-trimethylnon-4-enamide

tert-butyl (2S,3S,5S)-5-(3-(3-methoxypropoxy)-4-methoxybenzyl)-1-(1,1-dioxo-4-(phenethylamino)-1,2,5-thiadiazol-3-ylamino)-2-hydroxy-6-methylheptan-3-ylcarbamate

3-((2S,3S,5S)-5-(3-(3-methoxypropoxy)-4-methoxybenzyl)-3-(tert-butoxycarbonylamino)-2-hydroxy-6-methylheptylamino)-4-(N-methyl-N-(2-methylpentan-2-yl)amino)cyclobut-3-ene-1,2-dione