(3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

Base Information

Chemical Name:(3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan
CAS No.:250331-24-9
Molecular Formula:C₁₉H₂₄O₄S
Molecular Weight:348.463
Hs Code.:

Synonyms:(3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

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Chemical Property of (3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

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Technology Process of (3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

There total 6 articles about (3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan 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: 78.0%

: 98-59-9
p-toluenesulfonyl chloride

: 250331-20-5
(3aS,7aS)-4α-ethenyl-5α-hydroxy-1-oxo-,4,5,6,7,7a-hexahydro-7a-methylindan

: 250331-24-9
(3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

Guidance literature:: With dmap; at 20 ℃; for 3h;
DOI:10.1021/ja991016w

Reference yield:

: 1944-63-4
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione

: 250331-24-9
(3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / p-TsOH / 2 h / Heating

2: 86 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

3: 82 percent / Pb(OAc)4; Cu(OAc)2; pyridine / benzene / Heating

4: 85 percent / K₂CO₃ / methanol / 20 °C

5: 78 percent / 4-DMAP / 3 h / 20 °C

With pyridine; lead(IV) acetate; dmap; copper diacetate; L-Selectride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; benzene; 1: Esterification / 2: Reduction / 3: Oxidation / 4: saponification / 5: Tosylation;
DOI:10.1021/ja991016w

Reference yield:

: 59005-87-7
(3aS,7aS)-1,5-dioxo-4α-methylpropionic-3aα,4,5,6,7,7a-hexahydro-7a-methylindan

: 250331-24-9
(3aS,7aS)-4α-ethenyl-1-oxo-5-(4'-methylbenzenesulfonyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

2: 82 percent / Pb(OAc)4; Cu(OAc)2; pyridine / benzene / Heating

3: 85 percent / K₂CO₃ / methanol / 20 °C

4: 78 percent / 4-DMAP / 3 h / 20 °C

With pyridine; lead(IV) acetate; dmap; copper diacetate; L-Selectride; potassium carbonate; In tetrahydrofuran; methanol; benzene; 1: Reduction / 2: Oxidation / 3: saponification / 4: Tosylation;
DOI:10.1021/ja991016w