(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Base Information

Chemical Name:(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone
CAS No.:168973-97-5
Molecular Formula:C₂₂H₃₀N₄O₅
Molecular Weight:430.504
Hs Code.:

Synonyms:(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Suppliers and Price of (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

There total 12 articles about (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone 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: 80.0%

: 168973-96-4
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

: 168973-97-5
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Guidance literature:: With sodium azide; tetra-(n-butyl)ammonium iodide; In water; toluene; at 70 ℃; for 17h;
DOI:10.1021/jm00014a010

Reference yield: 50.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 286964-95-2
(4S)-3-(6-azido-1-oxohexyl)-4-benzyl-2-oxazolidinone

: 168973-97-5
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Guidance literature:: (4S)-3-(6-azido-1-oxohexyl)-4-benzyl-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

bromoacetic acid tert-butyl ester; With sodium iodide; In tetrahydrofuran; at 20 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jm301346z

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 168973-97-5
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-azidohexanoyl>-2-oxazolidone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT

2: 1.) diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT

3: 85 percent / 1,4-cyclohexadiene / 20percent Pd(OH)2/C / ethanol / 65 °C

4: 96 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

5: 80 percent / tetrabutylammonium iodide, NaN₃ / toluene; H₂O / 17 h / 70 °C

With dmap; n-butyllithium; sodium azide; cyclohexa-1,4-diene; tetra-(n-butyl)ammonium iodide; triethylamine; diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane; water; toluene;
DOI:10.1021/jm00014a010