8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

Base Information

Chemical Name:8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline
CAS No.:130291-52-0
Molecular Formula:C₂₃H₂₈N₂O₈S
Molecular Weight:492.55
Hs Code.:

8a-<2-(Methoxycarbonyl)-2-<N-(methoxycarbonyl)-N-methylamino>ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

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Chemical Property of 8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

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Technology Process of 8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

There total 4 articles about 8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline 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:

: 143076-20-4
N-(p-Toluenesulfonyl)-3-(phenylthio)-2-piperidone

: 130291-52-0,143076-23-7,143104-23-8
8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1: 1) KN(TMS)2 / 1) THF, -60 deg C, 2) THF, -30 to -20 deg C, 1 h

2: 88 percent / m-CPBA, aq.NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

3: 2) camphorsulfonic acid / 1) p-cymene, reflux, 5 h, 2) THF, r.t.

With camphor-10-sulfonic acid; potassium hexamethylsilazane; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo00047a031

Reference yield:

: 130291-48-4
2-(Methoxycarbonyl-methyl-amino)-3-[2-oxo-3-phenylsulfanyl-1-(toluene-4-sulfonyl)-piperidin-3-yl]-propionic acid methyl ester

: 130291-52-0,143076-23-7,143104-23-8
8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / m-CPBA, aq.NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

2: 2) camphorsulfonic acid / 1) p-cymene, reflux, 5 h, 2) THF, r.t.

With camphor-10-sulfonic acid; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo00047a031

Reference yield:

: 23438-61-1
1-(toluene-4-sulfonyl)piperidin-2-one

: 130291-52-0,143076-23-7,143104-23-8
8a-<2-(Methoxycarbonyl)-2-ethyl>-2-(p-toluenesulfonyl)-cis-1,2,3,4,4a,5,6,8a-octahydro-1,6-dioxoisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / KN(TMS)2 / tetrahydrofuran; toluene / 0.5 h / -60 °C

2: 1) KN(TMS)2 / 1) THF, -60 deg C, 2) THF, -30 to -20 deg C, 1 h

3: 88 percent / m-CPBA, aq.NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

4: 2) camphorsulfonic acid / 1) p-cymene, reflux, 5 h, 2) THF, r.t.

With camphor-10-sulfonic acid; potassium hexamethylsilazane; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00047a031