(3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Base Information

Chemical Name:(3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
CAS No.:193359-94-3
Molecular Formula:C₁₅H₂₀O₄S
Molecular Weight:296.387
Hs Code.:

Synonyms:(3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Chemical Property of (3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Technology Process of (3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

There total 5 articles about (3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]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: 97.0%

: 193359-93-2
(3aR,6R,7S,7aS)-2,2-Dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 74-88-4
methyl iodide

: 193359-94-3
(3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 20h; Ambient temperature;
DOI:10.1016/S0040-4020(97)90389-6

Reference yield:

: 108-98-5
thiophenol

: 193359-94-3
(3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / SnCl₄ / CH₂Cl₂ / 4 h / 0 °C

2: 80 percent / K₂CO₃ / methanol / 4 h / Ambient temperature

3: 84 percent / TsOH*H₂O / acetone / 2 h / 0 - 20 °C

4: 97 percent / NaH, imidazole, n-Bu₄NI / tetrahydrofuran / 20 h / Ambient temperature

With 1H-imidazole; tin(IV) chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1016/S0040-4020(97)90389-6

Reference yield:

: 193359-92-1
phenyl 1-thio-α-D-arabinopyranoside

: 193359-94-3
(3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / TsOH*H₂O / acetone / 2 h / 0 - 20 °C

2: 97 percent / NaH, imidazole, n-Bu₄NI / tetrahydrofuran / 20 h / Ambient temperature

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;
DOI:10.1016/S0040-4020(97)90389-6