(4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one

Base Information

• Chemical Name: (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one
• CAS No.: 254761-52-9
• Molecular Formula: C₁₇H₂₇NO₄Si
• Molecular Weight: 337.491
• Mol file: 254761-52-9.mol

Synonyms:(4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one

Chemical Property of (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one

There total 7 articles about (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)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: 94.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (4R,5R)-cytoxazone (220736-25-4,259794-13-3) → (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one (254761-52-9)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2014.04.062

Reference yield: 67.0%

(R)-1-((tert-butyldimethylsilyl)oxy)-3-(4-methoxyphenyl)propan-2-yl N-mesyloxycarbamate → (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one (254761-52-9)

Guidance literature:

With dirhodium(II) tetrakis(triphenylacetate); potassium acetate; In methanol; at 22 ℃; for 16h; diastereoselective reaction;

DOI:10.1039/c7ob00378a

Reference yield: 66.0%

(2R,3R)-3-amino-1-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)-2-propanol (254761-50-7) + Diethyl carbonate (105-58-8,76619-83-5) → (4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-methoxyphenyl)oxazolidin-2-one (254761-52-9)

Guidance literature:

With potassium carbonate; at 120 ℃; for 2h;

DOI:10.1002/(sici)1099-0690(199911)1999:11<2965::aid-ejoc2965>3.0.co;2-h

upstream raw materials:

(2R,3R)-3-amino-1-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)-2-propanol

Diethyl carbonate

(2R,3R)-3-azido-1-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)-2-propanol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(4R,5R)-cytoxazone

(4R,5R)-3-(3-fluoro-4-morpholinophenyl)-5-(hydroxymethyl)-4-(4-methoxyphenyl)oxazolidin-2-one

3-(((4R,5R)-3-(3-fluoro-4-morpholinophenyl)-4-(4-methoxyphenyl)-2-oxooxazolidin-5-yl)methoxy)-3-oxopropyl acrylate

((4R,5R)-3-(3-fluoro-4-morpholinophenyl)-4-(4-methoxyphenyl)-2-oxooxazolidin-5-yl)methyl benzoate