(3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate

Base Information

Chemical Name:(3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate
CAS No.:1197396-44-3
Molecular Formula:C₁₉H₃₃NO₅
Molecular Weight:355.475
Hs Code.:

Synonyms:(3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate

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Chemical Property of (3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate

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Technology Process of (3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate

There total 1 articles about (3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate 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: 97.0%

: 1141364-91-1
(1S,2R,3S,4R,5S)-4-tert-butyl-1-ethyl-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexane-1,4-dicarboxylate

: 1197396-44-3
(3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate

Guidance literature:: (1S,2R,3S,4R,5S)-4-tert-butyl-1-ethyl-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexane-1,4-dicarboxylate; With ammonium chloride; zinc; In tetrahydrofuran; water; at 50 ℃; for 1h; Inert atmosphere;

With caesium carbonate; In ethanol; at 23 ℃; for 0.166667h; Inert atmosphere;

Reference yield:

: 1197396-44-3
(3R,4R,5S)-tert-butyl-1-ethyl-5-amino-3-(3-pentyloxy)cyclohex-1-ene-1,4-dicarboxylate

: 196618-13-0
oseltamivir

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

5.1: 36 h / 90 °C

6.1: hydrazine hydrate / ethanol / 14 h / 50 °C / Inert atmosphere

6.3: pH 11

With sodium azide; oxalyl dichloride; hydrazine hydrate; triethylamine; trifluoroacetic acid; N,N-dimethyl-formamide; In ethanol; dichloromethane; water; acetone; toluene; 5.1: Curtius Rearrangement;