Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

Base Information

Chemical Name:Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester
CAS No.:90397-76-5
Molecular Formula:C₂₅H₃₂O₆S
Molecular Weight:460.591
Hs Code.:

Synonyms:Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

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Chemical Property of Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

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Technology Process of Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

There total 6 articles about Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester 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: 90.0%

: 3959-23-7
benzenesulfonylacetic acid

: 90397-69-6
1β,2α,3,4,4a,4bα,5,6,7,9β,10,10aα-dodecahydro-9α-hydroxy-1α,4aβ-dimethyl-7-oxo-2β-phenanthrol 2-methyl ether

: 90397-76-5
Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jo00356a030

Reference yield:

: 5111-67-1
1-methyl-6-methoxy-2-tetralone

: 90397-76-5
Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / K₂CO₃ / methanol / 48 h / Ambient temperature

2: 59 percent / lithium, ammonia / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / Heating

3: 1.) sodium hydride / 1.) THF, reflux, 1 h, 2.) THF, reflux, 1 h

4: 89 percent / pyridine, p-toluenesulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature

5: 94 percent / NaHCO₃, oxone / tetrahydrofuran; dioxane; H₂O / 1 h / Ambient temperature

6: 90 percent / N,N'-dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; Oxone; ammonia; lithium; sodium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo00356a030

Reference yield:

: 38820-34-7
2,3,4,4a,9,10-hexahydro-7-methoxy-1,4aβ-dimethyl-2-phenanthrone

: 90397-76-5
Benzenesulfonyl-acetic acid (1R,2R,4aR,4bS,9S,10aR)-2-methoxy-1,4a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-9-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / lithium, ammonia / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / Heating

2: 1.) sodium hydride / 1.) THF, reflux, 1 h, 2.) THF, reflux, 1 h

3: 89 percent / pyridine, p-toluenesulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature

4: 94 percent / NaHCO₃, oxone / tetrahydrofuran; dioxane; H₂O / 1 h / Ambient temperature

5: 90 percent / N,N'-dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; Oxone; ammonia; lithium; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo00356a030