2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl )methyl)dihydro-, (3R-trans)- synthesis
- Product Name:2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl )methyl)dihydro-, (3R-trans)-
- CAS Number:40456-51-7
- Molecular formula:C21H22O6
- Molecular Weight:370.4
Yield:40456-51-7 99%
Reaction Conditions:
Stage #1: (R)-(+)-3-piperonyl-4-butanolidewith N,N,N,N,N,N-hexamethylphosphoric triamide;n-butyllithium;2,2-diphenylacetic acid;diisopropylamine in tetrahydrofuran;hexane at -78; for 1 h;
Stage #2: 4-bromomethyl-1,2-dimethoxybenzene in tetrahydrofuran;hexane at -50 - -20; for 2 h;stereoselective reaction;
References:
Welin, Eric R.;Warkentin, Alexander A.;Conrad, Jay C.;MacMillan, David W. C. [Angewandte Chemie - International Edition,2015,vol. 54,# 33,p. 9668 - 9672][Angew. Chem.,2015,vol. 127,# 33,p. 9804 - 9808,5] Location in patent:supporting information
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