(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

Base Information

Chemical Name:(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene
CAS No.:592507-34-1
Molecular Formula:C₂₀H₃₀O₄S
Molecular Weight:366.522
Hs Code.:

Synonyms:(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

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Chemical Property of (2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

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Technology Process of (2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

There total 6 articles about (2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene 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: 73.0%

: 119906-64-8
(R)-5-((E)-5-Chloro-3-methyl-pent-3-enyl)-2,2,4,4-tetramethyl-[1,3]dioxolane

: 824-79-3
sodium 4-methylbenzenesulfinate

: 592507-34-1
(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

Guidance literature:: With sodium iodide; In N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1248/cpb.54.391

Reference yield: 68.0%

: 824-79-3
sodium 4-methylbenzenesulfinate

: 119906-62-6
(2E)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentenyl acetate

: 592507-34-1
(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; at 20 ℃;
DOI:10.1002/jlcr.681

Reference yield:

: 105-87-3,8022-83-1
3,7-dimethyl-2E,6-octadien-1-yl acetate

: 592507-34-1
(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

Guidance literature:: Multi-step reaction with 5 steps

1: 46 percent / K3Fe(CN)6; K2CO3; CH3SO2NH2 / AD-mix β / 2-methyl-propan-2-ol; H2O / 144 h / 4 °C

2: 92 percent / p-toluenesulfonic acid hydrate / methanol / 2 h / 20 °C

3: 96 percent / K₂CO₃ / methanol / 3 h / 20 °C

4: 49 percent / methanesulfonyl chloride; Et₃N / CHCl₃ / 1 h / 20 °C

5: 73 percent / NaI / dimethylformamide / 3 h / 60 °C

With methanesulfonamide; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; sodium iodide; potassium hexacyanoferrate(III); 1,4-bis(9-O-dihydroquinidine)phthalazine; In methanol; chloroform; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Sharpless dihydroxylation;
DOI:10.1248/cpb.54.391