(1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

Base Information

Chemical Name:(1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate
CAS No.:1197396-54-5
Molecular Formula:C₂₅H₃₆N₂O₇S
Molecular Weight:508.636
Hs Code.:

Synonyms:(1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

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Chemical Property of (1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

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Technology Process of (1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

There total 5 articles about (1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane 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:

: 106-45-6
para-thiocresol

: 1197396-54-5
(1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

4: sodium azide / water; acetone / 0.5 h / 0 °C

5: 36 h / 90 °C

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

Reference yield:

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

: 1197396-54-5
(1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

4: sodium azide / water; acetone / 0.5 h / 0 °C

5: 36 h / 90 °C

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

Reference yield:

: (1R,2S,3R,4S,6S)-4-(ethoxycarbonyl)-6-nitro-2-(pentan-3-yloxy)-3-(p-tolylthio)cyclohexanecarboxylic acid

: 1197396-54-5
(1S,2R,3S,4R,5S)-ethyl 4-(N-acetylacetamide)-5-nitro-3-(3-pentanyloxy)-2-(p-tolylthio)cyclohexane carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

2: sodium azide / water; acetone / 0.5 h / 0 °C

3: 36 h / 90 °C

With sodium azide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; water; acetone; 3: Curtius Rearrangement;