(4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:143087-26-7
Molecular Formula:C₁₅H₂₀O₃S
Molecular Weight:280.388
Hs Code.:

Synonyms:(4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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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 (4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 6 articles about (4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 92.0%

: (2R,3S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 77-76-9
2,2-dimethoxy-propane

: 143087-26-7
(4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With trichlorophosphate; In dichloromethane; at 25 ℃; for 12h;
DOI:10.1016/S0040-4039(00)92095-1

Reference yield:

: 3427-20-1
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

: 143087-26-7
(4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / H₂ / PtO₂ / tetrahydrofuran / 4 h / 25 °C

2: 86 percent / Me₃SiOSO₂CF₃ / CH₂Cl₂ / 10 h / 0 to 25 deg C

3: 100 percent / K₂CO₃ / methanol / 1 h / 25 °C

4: 92 percent / POCl₃ / CH₂Cl₂ / 12 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; trichlorophosphate; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)92095-1

Reference yield:

: 2873-29-2
D-glucal triacetate

: 143087-26-7
(4aR,8aS)-2,2-Dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / SnCl₄ / CH₂Cl₂ / 0.17 h / -78 °C

2: 95 percent / H₂ / PtO₂ / tetrahydrofuran / 4 h / 25 °C

3: 86 percent / Me₃SiOSO₂CF₃ / CH₂Cl₂ / 10 h / 0 to 25 deg C

4: 100 percent / K₂CO₃ / methanol / 1 h / 25 °C

5: 92 percent / POCl₃ / CH₂Cl₂ / 12 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; tin(IV) chloride; potassium carbonate; trichlorophosphate; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)92095-1