cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

Base Information

Chemical Name:cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate
CAS No.:926015-25-0
Molecular Formula:C₂₃H₃₀O₆Si
Molecular Weight:430.573
Hs Code.:

Synonyms:cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

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

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Chemical Property of cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

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Technology Process of cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

There total 4 articles about cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate 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: 86.0%

: 926015-14-7
cinnamyl 2-((tert-butyldimethylsilyloxy)(furan-3-yl)methyl)acrylate

: 926015-25-0
cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

Guidance literature:: With oxygen; rose bengal; N-ethyl-N,N-diisopropylamine; In methanol; at -78 - -20 ℃;
DOI:10.1021/ol062551l

Reference yield:

: 926015-18-1
cinnamyl 2-(furan-3-yl(hydroxy)methyl)acrylate

: 926015-25-0
cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 30 °C

2: 86 percent / singlet oxygen; Rose Bengal; Huenig's base / methanol / -78 - -20 °C

With dmap; oxygen; rose bengal; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ol062551l

Reference yield:

: 498-60-2
furan-3-carboxaldehyde

: 926015-25-0
cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0 - 25 °C

2: 63 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 30 °C

3: 86 percent / singlet oxygen; Rose Bengal; Huenig's base / methanol / -78 - -20 °C

With dmap; oxygen; rose bengal; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 1: Baylis-Hillman reaction;
DOI:10.1021/ol062551l