(S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

Base Information

Chemical Name:(S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline
CAS No.:353242-45-2
Molecular Formula:C₁₉H₂₂N₂O₄S
Molecular Weight:374.461
Hs Code.:

Synonyms:(S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

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

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Chemical Property of (S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

Chemical Property:

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Technology Process of (S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

There total 10 articles about (S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline 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:

: 96-96-8
4-methoxy-2-nitroaniline

: 353242-45-2
(S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

Guidance literature:: Multi-step reaction with 8 steps

1.1: c. hydrochloric acid / H₂O / 0.33 h / Heating

1.2: sodium nitrite / H₂O / 0.5 h

1.3: 78 percent / copper cyanide / H₂O / 2 h / Heating

2.1: DIBAL / toluene; diethyl ether / 0.33 h / 0 °C

2.2: 99 percent / silica gel / toluene; diethyl ether

3.1: DBU / CH₂Cl₂ / 0.17 h

3.2: CH₂Cl₂ / 2 h / 20 °C

4.1: 98 percent / H₂ / Rh⁺[L₁^*][COD]SbF₆^- / tetrahydrofuran / 2327.23 Torr

5.1: 87 percent / super hydride(R) / tetrahydrofuran / 1 h / 0 °C

6.1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

7.1: H₂ / Pd/C / tetrahydrofuran / 1 h / 20 °C / 2327.23 Torr

8.1: triethylamine / CH₂Cl₂ / 20 °C

With hydrogenchloride; hydrogen; diisobutylaluminium hydride; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; Rh⁺[L₁^*][COD]SbF₆^-; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; 3.1: Wadsworth-Emmons reaction;
DOI:10.1021/ol016018b

Reference yield:

: 35356-70-8
Methyl 2-acetamidoacrylate

: 353242-45-2
(S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

Guidance literature:: Multi-step reaction with 6 steps

1: tetrabutylammonium chloride hydrate; sodium bicarbonate / palladium acetate / 24 h / 80 °C

2: 98 percent / H₂ / Rh⁺[L₁^*][COD]SbF₆^- / tetrahydrofuran / 2327.23 Torr

3: 87 percent / super hydride(R) / tetrahydrofuran / 1 h / 0 °C

4: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

5: H₂ / Pd/C / tetrahydrofuran / 1 h / 20 °C / 2327.23 Torr

6: triethylamine / CH₂Cl₂ / 20 °C

With tetrabutyl-ammonium chloride; hydrogen; lithium triethylborohydride; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; Rh⁺[L₁^*][COD]SbF₆^-; palladium diacetate; In tetrahydrofuran; dichloromethane; 1: Heck reaction;
DOI:10.1021/ol016018b

Reference yield:

: 38469-83-9
4-methoxy-2-nitro-benzonitrile

: 353242-45-2
(S)-3-acetamido-7-methoxy-1-(4-toluenesulfonyl)-1,2,3,4-tetrahydro-quinoline

Guidance literature:: Multi-step reaction with 7 steps

1.1: DIBAL / toluene; diethyl ether / 0.33 h / 0 °C

1.2: 99 percent / silica gel / toluene; diethyl ether

2.1: DBU / CH₂Cl₂ / 0.17 h

2.2: CH₂Cl₂ / 2 h / 20 °C

3.1: 98 percent / H₂ / Rh⁺[L₁^*][COD]SbF₆^- / tetrahydrofuran / 2327.23 Torr

4.1: 87 percent / super hydride(R) / tetrahydrofuran / 1 h / 0 °C

5.1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

6.1: H₂ / Pd/C / tetrahydrofuran / 1 h / 20 °C / 2327.23 Torr

7.1: triethylamine / CH₂Cl₂ / 20 °C

With hydrogen; diisobutylaluminium hydride; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; Rh⁺[L₁^*][COD]SbF₆^-; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2.1: Wadsworth-Emmons reaction;
DOI:10.1021/ol016018b