(R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

Base Information

Chemical Name:(R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide
CAS No.:311805-34-2
Molecular Formula:C₁₅H₂₀O₄S
Molecular Weight:296.387
Hs Code.:

Synonyms:(R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

Suppliers and Price of (R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

There total 1 articles about (R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide 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: 96.0%

: 189996-60-9
2,3-O-isopropylidene-D-erythrose

: 61187-71-1
(+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide

: 311805-34-2
(R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

Guidance literature:: (+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

2,3-O-isopropylidene-D-erythrose; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(00)00713-4

Reference yield: 92.0%

: 311805-34-2
(R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

: 311805-35-3
(E)-(2R,3S)-2,3-(isopropylidenedioxy)-5-[(R)-(p-tolylsulfinyl)]-4-penten-1-ol

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(00)00713-4

Reference yield:

: 311805-34-2
(R)-[(3S,4R)-3,4-(isopropylidenedioxy)-2,5-epoxy-1-pentenyl] p-tolyl sulfoxide

: (R)-[(E)-(3S,4R)-3,4-(isopropylidenedioxy)-1-cyclopentenyl] p-tolyl sulfoxide

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

2: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 3.5 h / 20 °C

3: 83 percent / NaI; NaHCO₃ / acetone / 5 h / Heating

4: 68 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

With dmap; sodium hydrogencarbonate; triethylamine; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone; 1: Ring cleavage / 2: Tosylation / 3: Substitution / 4: Cyclization;
DOI:10.1016/S0040-4020(00)00713-4