(3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

Base Information

Chemical Name:(3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate
CAS No.:1197396-47-6
Molecular Formula:C₂₆H₃₂N₂O₇
Molecular Weight:484.549
Hs Code.:

Synonyms:(3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

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Chemical Property of (3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

Chemical Property:

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Technology Process of (3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

There total 8 articles about (3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate 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:

: 85-44-9
phthalic anhydride

: 1197396-47-6
(3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / toluene / 26 h / 110 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 12 h / 23 °C / Inert atmosphere

3: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0 - 23 °C / Inert atmosphere

4: sodium azide / water; acetone / 1 h / 0 °C

5: 36 h / 90 °C

With sodium azide; oxalyl dichloride; triethylamine; trifluoroacetic acid; N,N-dimethyl-formamide; In dichloromethane; water; acetone; toluene; 5: Curtius Rearrangement;

Reference yield:

: 1197396-48-7
C₂₃H₂₆N₄O₆

: 108-24-7
acetic anhydride

: 1197396-47-6
(3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

Guidance literature:: at 90 ℃; for 36h;

Reference yield:

: (3R,4R)-4-tert-butyl-1-ethyl-5-nitro-3-(pentan-3-yloxy)cyclohex-1-ene-1,4-dicarboxylate

: 1197396-47-6
(3R,4R,5S)-ethyl-4-(N-acetylacetamide)-5-(1,3-dioxoisoindolin-2-yl)-3-(3-pentyloxy)cyclohex-1-ene carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / ethanol / 12 h / 23 °C / Inert atmosphere

2.1: zinc; ammonium chloride / water; tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

2.2: 0.17 h / 23 °C / Inert atmosphere

3.1: triethylamine / toluene / 26 h / 110 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 12 h / 23 °C / Inert atmosphere

5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0 - 23 °C / Inert atmosphere

6.1: sodium azide / water; acetone / 1 h / 0 °C

7.1: 36 h / 90 °C

With sodium azide; oxalyl dichloride; ammonium chloride; triethylamine; trifluoroacetic acid; zinc; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; toluene; 7.1: Curtius Rearrangement;