1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

Base Information

Chemical Name:1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone
CAS No.:176979-95-6
Molecular Formula:C₃₅H₃₃NO₂
Molecular Weight:499.653
Hs Code.:

Synonyms:1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

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Chemical Property of 1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

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Technology Process of 1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

There total 5 articles about 1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone 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: 92.0%

: 75-36-5
acetyl chloride

: 176979-93-4
(6R,8S)-6,8-Dimethyl-5-trityloxymethyl-1,6,7,8-tetrahydro-cyclopenta[g]indole

: 176979-95-6
1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

Guidance literature:: With 18-crown-6 ether; sodium hydride; In tetrahydrofuran; Ambient temperature; other reagents: potassium tert-butoxide, 18-crown-6;
DOI:10.1021/jo951767q

Reference yield:

: 176979-91-2
((6R,8S)-8-Hydroxymethyl-5-trityloxymethyl-1,6,7,8-tetrahydro-cyclopenta[g]indol-6-yl)-methanol

: 176979-95-6
1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / triethylamine / diethyl ether / 4 h / 0 °C

2: 69 percent / NaI, zinc / 1,2-dimethoxy-ethane / 5 h / Heating; other reagent: lithium triethylborohydride

3: 92 percent / sodium hydride, 18-crown-6 / tetrahydrofuran / Ambient temperature; other reagents: potassium tert-butoxide, 18-crown-6

With 18-crown-6 ether; sodium hydride; triethylamine; sodium iodide; zinc; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether;
DOI:10.1021/jo951767q

Reference yield:

: 176980-00-0
(6R,8S)-1-(2,2-Dimethyl-propionyl)-5-trityloxymethyl-1,6,7,8-tetrahydro-cyclopenta[g]indole-6,8-dicarbaldehyde

: 176979-95-6
1-((6R,8S)-6,8-Dimethyl-5-trityloxymethyl-7,8-dihydro-6H-cyclopenta[g]indol-1-yl)-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / sodium borohydride / methanol / 2 h / Ambient temperature

2: 83 percent / triethylamine / diethyl ether / 4 h / 0 °C

3: 69 percent / NaI, zinc / 1,2-dimethoxy-ethane / 5 h / Heating; other reagent: lithium triethylborohydride

4: 92 percent / sodium hydride, 18-crown-6 / tetrahydrofuran / Ambient temperature; other reagents: potassium tert-butoxide, 18-crown-6

With sodium tetrahydroborate; 18-crown-6 ether; sodium hydride; triethylamine; sodium iodide; zinc; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether;
DOI:10.1021/jo951767q