((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

Base Information

Chemical Name:((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol
CAS No.:927706-35-2
Molecular Formula:C₁₆H₂₆O₃Si
Molecular Weight:294.466
Hs Code.:

Synonyms:((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

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Chemical Property of ((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

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Technology Process of ((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

There total 3 articles about ((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol 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:

: 927706-34-1
(E)-3-(2-(trimethylsilyl)ethoxy)-1-phenylprop-2-yn-1-one

: 176541-91-6
2,6-diisopropylphenyl 2-diazoacetate

: ((2R,3S,5R)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

: 927706-35-2
((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

Guidance literature:: (E)-3-(2-(trimethylsilyl)ethoxy)-1-phenylprop-2-yn-1-one; 2,6-diisopropylphenyl 2-diazoacetate; With copper(I) trifluoromethanesolfonate toluene complex; (-)-bpy^*; In dichloromethane; at 20 ℃; for 1h;

With palladium on activated charcoal; hydrogen; triethylamine; In methanol; for 1h; under 760 Torr;

With lithium aluminium tetrahydride; In diethyl ether; for 0.0833333h; Title compound not separated from byproducts;
DOI:10.1021/ja068344y

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 927706-35-2
((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 66 percent / N-methylmorpholine / CH₂Cl₂ / 48 h / 20 °C

2.1: (-)-bpy^*; CuOTf*0.5C₆H₅CH₃ / CH₂Cl₂ / 1 h / 20 °C

2.2: H₂; NEt₃; Pd/C / methanol / 1 h / 760 Torr

2.3: LiAlH₄ / diethyl ether / 0.08 h

With 4-methyl-morpholine; copper(I) trifluoromethanesolfonate toluene complex; (-)-bpy^*; In dichloromethane;
DOI:10.1021/ja068344y

Reference yield:

: 3623-15-2
phenyl propargyl ketone

: 927706-35-2
((2S,3R,5S)-3-(2-(trimethylsilyl)ethoxy)-tetrahydro-5-phenylfuran-2-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 66 percent / N-methylmorpholine / CH₂Cl₂ / 48 h / 20 °C

2.1: (-)-bpy^*; CuOTf*0.5C₆H₅CH₃ / CH₂Cl₂ / 1 h / 20 °C

2.2: H₂; NEt₃; Pd/C / methanol / 1 h / 760 Torr

2.3: LiAlH₄ / diethyl ether / 0.08 h

With 4-methyl-morpholine; copper(I) trifluoromethanesolfonate toluene complex; (-)-bpy^*; In dichloromethane;
DOI:10.1021/ja068344y