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

Base Information

Chemical Name:(3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
CAS No.:192565-74-5
Molecular Formula:C₂₄H₄₀O₅SSi
Molecular Weight:468.73
Hs Code.:

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

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Chemical Property of (3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

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Technology Process of (3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 1 articles about (3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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:

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

: 260403-57-4
1-deoxy-1-phenylsulfenyl-6-O-triisopropylsilyl-D-galactopyranose

: 192565-74-5
(3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

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

Guidance literature:: pyridinium p-toluenesulfonate; In dichloromethane; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(97)00808-3

Reference yield: 82.0%

: 5469-26-1
1-Bromopinacolon

: 192565-74-5
(3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 260403-58-5
1-deoxy-2-O-(3,3-dimethyl-2-oxobutyl)-3,4-O-isopropylidene-1-phenylsulfenyl-6-O-triisopropylsilyl-α-D-galactopyranose

Guidance literature:: With sodium hydroxide; Aliquat 336; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(99)00959-X

Reference yield:

: 192565-74-5
(3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 260403-59-6
1-deoxy-2-O-(3,3-dimethyl-2-oxobutyl)-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropyl-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Aliquat 336; aq. NaOH / CH₂Cl₂ / 20 °C

2: 94 percent / CH₃CO₃H; NaOAc / CH₂Cl₂; H₂O / 0 - 20 °C

With peracetic acid; sodium hydroxide; sodium acetate; Aliquat 336; In dichloromethane; water; 1: Etherification / 2: Oxidation;
DOI:10.1016/S0040-4020(99)00959-X