3-[(2R)-2-[(2R,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-4-oxo-2-azetidinyl]-1-oxopropyl]-4,4-dimethyl-2-oxazolidinone

Base Information

Chemical Name:3-[(2R)-2-[(2R,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-4-oxo-2-azetidinyl]-1-oxopropyl]-4,4-dimethyl-2-oxazolidinone
CAS No.:114341-89-8
Molecular Formula:C₁₉H₃₄N₂O₅Si
Molecular Weight:398.575
Hs Code.:
European Community (EC) Number:601-306-2
DSSTox Substance ID:DTXSID901101618

Synonyms:DTXSID901101618;114341-89-8;3-[(2R)-2-[(2R,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-4-oxo-2-azetidinyl]-1-oxopropyl]-4,4-dimethyl-2-oxazolidinone

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Chemical Property of 3-[(2R)-2-[(2R,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-4-oxo-2-azetidinyl]-1-oxopropyl]-4,4-dimethyl-2-oxazolidinone

Chemical Property:

Vapor Pressure:1.5E-10mmHg at 25°C
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:398.22369872
Heavy Atom Count:27
Complexity:641

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C1C(NC1=O)C(C)C(=O)N2C(=O)OCC2(C)C)O[Si](C)(C)C(C)(C)C
Isomeric SMILES:C[C@H]([C@@H]1[C@H](NC1=O)[C@@H](C)C(=O)N2C(=O)OCC2(C)C)O[Si](C)(C)C(C)(C)C

Technology Process of 3-[(2R)-2-[(2R,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-4-oxo-2-azetidinyl]-1-oxopropyl]-4,4-dimethyl-2-oxazolidinone

There total 16 articles about 3-[(2R)-2-[(2R,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-4-oxo-2-azetidinyl]-1-oxopropyl]-4,4-dimethyl-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: 60.0%

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

: 150968-18-6
4,4-dimethyl-3-propionyloxazolidin-2-one

: 114418-63-2
(3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(S)-1-(4,4-dimethyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone

: 114341-89-8
(3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(R)-1-(4,4-dimethyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone

Guidance literature:: With tert-butylmagnesium chloride; In tetrahydrofuran; at 0 - 50 ℃; for 1h;

Reference yield:

: 127680-54-0
(1S,3R,5R,6R)-8-aza-3-<1-(S)-benzyloxyethyl>-5-methyl-2,4-dioxa-bicyclo<4.2.0>octan-7-one

: 114341-89-8
(3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(R)-1-(4,4-dimethyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 2 h / 760 Torr / Ambient temperature

2: CaCO₃ / benzene / 4 h / 80 °C

3: 94 percent / Zn-dust / tetrahydrofuran / 0.03 h / Heating

4: 89 percent / methanol / 4 h / Ambient temperature; ion-exchange-resin

5: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; hydrogen; calcium carbonate; zinc; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)80578-0

Reference yield:

: 114341-88-7
3-(2'-bromopropionyl)-4,4-dimethyloxazolidin-2-one

: 114341-89-8
(3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(R)-1-(4,4-dimethyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / Zn-dust / tetrahydrofuran / 0.03 h / Heating

2: 89 percent / methanol / 4 h / Ambient temperature; ion-exchange-resin

3: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80578-0