2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

Base Information

Chemical Name:2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran
CAS No.:936016-72-7
Molecular Formula:C₁₇H₂₂O₃S
Molecular Weight:306.426
Hs Code.:

2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2<i>H</i>-pyran

Synonyms:2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

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Chemical Property of 2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

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Technology Process of 2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

There total 3 articles about 2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-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: 72.0%

: 936016-91-0
6-benzenesulfonyl-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-tetrahydro-pyran

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 936016-72-7
2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

Guidance literature:: 6-benzenesulfonyl-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-tetrahydro-pyran; With n-butyllithium; In tetrahydrofuran; hexane; at -98 ℃; for 0.166667h;

S-Phenyl benzenethiosulfonate; With triethylamine; In tetrahydrofuran; hexane; at -98 - 0 ℃; for 2h;
DOI:10.1021/jo0626459

Reference yield:

: 936016-92-1
acrylic acid 1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-but-3-enyl ester

: 936016-72-7
2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: Grubbs' second generation catalyst / 1,2-dichloro-ethane / 3.5 h / Heating

1.2: 93 percent / hydrogen / CH₂Cl₂ / 19 h / 20 °C / 5171.48 Torr

2.1: KHMDS; PhN(Tf)2 / tetrahydrofuran; toluene / 0.25 h / -78 °C

2.2: 75 percent / NaH; PPh₃; zinc / Ni(PPh₃)2Br₂ / tetrahydrofuran; toluene; various solvent(s) / -78 - 20 °C

With N,N-phenylbistrifluoromethane-sulfonimide; potassium hexamethylsilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo0626459

Reference yield:

: 88424-94-6
(1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

: 936016-72-7
2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / DMAP; (i-Pr)2NEt / CH₂Cl₂ / 4 h / -78 °C

2.1: Grubbs' second generation catalyst / 1,2-dichloro-ethane / 3.5 h / Heating

2.2: 93 percent / hydrogen / CH₂Cl₂ / 19 h / 20 °C / 5171.48 Torr

3.1: KHMDS; PhN(Tf)2 / tetrahydrofuran; toluene / 0.25 h / -78 °C

3.2: 75 percent / NaH; PPh₃; zinc / Ni(PPh₃)2Br₂ / tetrahydrofuran; toluene; various solvent(s) / -78 - 20 °C

With dmap; N,N-phenylbistrifluoromethane-sulfonimide; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo0626459