(2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

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Chemical Name:(2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran
CAS No.:532932-73-3
Molecular Formula:C₁₆H₂₀O₃
Molecular Weight:260.333
Hs Code.:

Synonyms:(2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

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Chemical Property of (2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

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Technology Process of (2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

There total 6 articles about (2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran 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: 58.0%

: 532932-72-2
(4R)-4-[(1'S,5'RS,3'Z)-5'-hydroxy-5'-phenyl-1'-phenylsulfonyloxy-3'-pentenyl]-2,2-dimethyl-1,3-dioxolane

: 532932-73-3
(2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

Guidance literature:: With potassium carbonate; In methanol; for 4h; Heating;
DOI:10.1016/S0957-4166(03)00038-7

Reference yield:

: 100-52-7
benzaldehyde

: 532932-73-3
(2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 70 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 91 percent / H₂; quinoline / Lindlar's catalyst / ethyl acetate / 4 h / 20 °C

3.1: 58 percent / K₂CO₃ / methanol / 4 h / Heating

With quinoline; n-butyllithium; hydrogen; potassium carbonate; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; ethyl acetate;
DOI:10.1016/S0957-4166(03)00038-7

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 532932-73-3
(2R,6RS)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-phenyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: 68 percent / Zn; aq. NH₄Cl / tetrahydrofuran / 12 h / 20 °C

2.1: 75 percent / Et₃N; DMAP / CH₂Cl₂ / 5 h / 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 70 percent / tetrahydrofuran; hexane / 2 h / -78 °C

4.1: 91 percent / H₂; quinoline / Lindlar's catalyst / ethyl acetate / 4 h / 20 °C

5.1: 58 percent / K₂CO₃ / methanol / 4 h / Heating

With quinoline; dmap; n-butyllithium; hydrogen; potassium carbonate; ammonium chloride; triethylamine; zinc; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; 1.1: Grignard reaction;
DOI:10.1016/S0957-4166(03)00038-7