ethyl (1S,5R)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate synthesis

3synthesis methods

Product Name:ethyl (1S,5R)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate
CAS Number:145032-58-2
Molecular formula:C8H10O4
Molecular Weight:170.16

Propanedioic acid, 1-ethyl 3-(2-propen-1-yl) ester

15973-34-9
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ethyl (1R,5S)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate

184838-77-5
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ethyl (1S,5R)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate

145032-58-2
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Yield:-

Steps:

Multi-step reaction with 2 steps
1: dichloromethane / 2 h / 20 °C / Inert atmosphere; Schlenk technique
2: silver(I) triflimide; (3aR,3a''R,8aR,8a''R)-N⁶,N⁶,N⁶'',N⁶''-tetrakis((R)-1-phenylethyl)-4,4,4'',4'',8,8,8'',8''-octa-4-(tert-butyl)phenyl octahydrodispiro[[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine-2,1'-cyclohexane-4',2''-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine]-6,6''-diamine bisgoldchloride / toluene / 1 h / 75 °C / Inert atmosphere; Schlenk technique

References:

Klimczyk, Sebastian;Misale, Antonio;Huang, Xueliang;Maulide, Nuno [Angewandte Chemie - International Edition,2015,vol. 54,# 35,p. 10365 - 10369][Angew. Chem.,2015,vol. 127,# 35,p. 10507 - 10511,5]

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105-53-3
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145032-58-2
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References

115314-14-2
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105-53-3
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184838-77-5
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145032-58-2
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References