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452339-73-0

452339-73-0 Structure

452339-73-0 Structure
IdentificationBack Directory
[Name]

2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-, (5R)-
[CAS]

452339-73-0
[Synonyms]

BNKY020-VT04
Vilanterol Impurity 29
Vilanterol internate 1
(5R)-2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)
(R)-5-(2,2-DIMETHYL-4H-BENZO[D][1,3]DIOXIN-6-YL)OXAZOLIDIN-2-ONE
2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-, (5R)-
(R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one
(5R)-5-(2,2-DiMethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C13H15NO4
[MDL Number]

MFCD21362968
[MOL File]

452339-73-0.mol
[Molecular Weight]

249.26
Chemical PropertiesBack Directory
[Melting point ]

160 - 163°C
[Boiling point ]

489.6±45.0 °C(Predicted)
[density ]

1.223±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Solid
[pka]

12.29±0.40(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C13H15NO4/c1-13(2)16-7-9-5-8(3-4-10(9)18-13)11-6-14-12(15)17-11/h3-5,11H,6-7H2,1-2H3,(H,14,15)/t11-/m0/s1
[InChIKey]

JUEBDVANOFZMMX-NSHDSACASA-N
[SMILES]

O1[C@H](C2=CC=C3OC(C)(C)OCC3=C2)CNC1=O
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

(5R)-5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-2-Oxazolidinone is a reagent applied in the preparation of alkyl-linked di-phenyl aminoalcohols as long-acting β2 adrenergic receptor agonist. It is used as an antedrug.    
[Synthesis]

(R)-2-amino-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethan-1-ol (29.8g, 134.0mmol, 1.0eq.) and tetrahydrofuran (300mL) were added to the reaction flask under nitrogen protection, the reaction solution was heated to 40-60°C, and N, N'- Carbonyldiimidazole (22.7 g, 140.0 mmol, 1.05 eq.).After the addition, the reaction solution was kept at a temperature of 40-60° C. and stirred until the raw material reaction was completed. After the reaction, the solution was cooled to 15-30° C., and water (400 mL) was added. Then, the mixture was continuously cooled to 0-10°C and kept stirring. The precipitated solid was filtered, and the filter cake was washed with water. The filter cake was collected and dried under reduced pressure to obtain 2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-, (5R)- (30 g, 120.4 mmol, 89.9% yield).
2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-, (5R)-
[References]

[1] Patent: CN106957313, 2017, A. Location in patent: Paragraph 0014-0015
[2] Organic and biomolecular chemistry, 2003, vol. 1, # 7, p. 1106 - 1111
[3] Patent: US2015/239862, 2015, A1. Location in patent: Paragraph 0133; 0134
[4] Patent: WO2004/22547, 2004, A1. Location in patent: Page 43-44
[5] Patent: WO2004/37773, 2004, A1. Location in patent: Page 46
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