ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

Base Information

Chemical Name:ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate
CAS No.:1402273-90-8
Molecular Formula:C₂₀H₂₃NO₅S
Molecular Weight:389.472
Hs Code.:

Synonyms:ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

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Chemical Property of ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

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Technology Process of ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

There total 7 articles about ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate 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: 98.0%

: 1402273-74-8
ethyl 4-(N-((4-hydroxycyclohex-2-enyl)methyl)-4-methylphenylsulfonamido)but-2-ynoate

: 1402273-90-8
ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/jo301554z

Reference yield:

: C₁₄H₁₈O₄S

: 1402273-90-8
ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2.2: 0 - 50 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 40 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / ethanol / 0 - 20 °C

5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C / Inert atmosphere

With n-butyllithium; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo301554z

Reference yield:

: 224578-91-0
4-(hydroxymethyl)-2-cyclohexene-1-one

: 1402273-90-8
ethyl 4-(4-methyl-N-((4-oxocyclohex-2-enyl)methyl)phenylsulfonamido)but-2-ynoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0 - 20 °C

3.1: pyridinium p-toluenesulfonate / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4.2: 0 - 50 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

5.2: -78 - 40 °C / Inert atmosphere

6.1: pyridinium p-toluenesulfonate / ethanol / 0 - 20 °C

7.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride heptahydrate; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo301554z