9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

Base Information

Chemical Name:9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid
CAS No.:172269-15-7
Molecular Formula:C₂₃H₂₀N₂O₄
Molecular Weight:388.423
Hs Code.:

9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopent<g>isoquinoline-3-carboxylic acid

Synonyms:9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

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Chemical Property of 9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

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Technology Process of 9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

There total 6 articles about 9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid 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%

: 38622-91-2,36635-61-7
[(p-methylphenyl)sulfonylmethyl]isonitrile

: 141903-33-5
9-(benzyloxy)-1-ethoxy-3-(ethoxycarbonyl)-7,8-dihydro-6H-cyclopentisoquinolin-8-one

: 172269-15-7
9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

: 172268-84-7
9-(benzyloxy)-8-cyano-1-ethoxy-3-(ethoxycarbonyl)-7,8-dihydro-6H-cyclopentisoquinoline

Guidance literature:: With ethanol; potassium tert-butylate; In dichloromethane; at -67 - 25 ℃; for 7h; Yield given;
DOI:10.1021/ja00153a004

Reference yield:

: 141903-26-6
3,6-bis(ethoxycarbonyl)-2-ethoxy-4-methylpyridine

: 172269-15-7
9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LDA, 3.) EtOH

2: 87 percent / DDQ / CH₂Cl₂ / 0.17 h / 25 °C

3: 93 percent / K₂CO₃, Bu₄NI / dimethylformamide / 6 h / 25 °C

4: t-BuOK, EtOH / CH₂Cl₂ / 7 h / -67 - 25 °C

With ethanol; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00153a004

Reference yield:

: 1035804-85-3
3,6-bis(ethoxycarbonyl)-2,2-diethoxy-4-methyl-1-(methylsulfonyl)-1,2,3,4-tetrahydropyridine

: 172269-15-7
9-(benzyloxy)-8-cyano-1-ethoxy-7,8-dihydro-6H-cyclopentisoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / DBU / tetrahydrofuran / 40 h / 70 °C

2: 1.) LDA, 3.) EtOH

3: 87 percent / DDQ / CH₂Cl₂ / 0.17 h / 25 °C

4: 93 percent / K₂CO₃, Bu₄NI / dimethylformamide / 6 h / 25 °C

5: t-BuOK, EtOH / CH₂Cl₂ / 7 h / -67 - 25 °C

With ethanol; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00153a004