(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Base Information

Chemical Name:(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide
CAS No.:120963-42-0
Molecular Formula:C₂₁H₂₆N₂O₇
Molecular Weight:418.447
Hs Code.:

(-)-3-ethoxy-N-<N'-<(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentyl>carbamoyl>propenamide

Synonyms:(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

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Chemical Property of (-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Chemical Property:

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Technology Process of (-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

There total 9 articles about (-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide 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: 68.0%

: 6191-99-7
3-ethoxyacryloyl chloride

: 120963-41-9
(-)-(1S,3R,4S)-N-<3-acetoxy-4-<(benzoyloxy)methyl>cyclopentyl>urea

: 120963-42-0
(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Guidance literature:: With pyridine; In dichloromethane; Ambient temperature;
DOI:10.1021/jm00128a029

Reference yield:

: 120963-36-2
(+)-<(1S,2S,4S)-4-<(benzyloxy)methyl>-2-hydroxycyclopentyl>methyl benzoate

: 120963-42-0
(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

2: 58 percent / dimethylsulfoxide / 40 - 45 °C

3: 100 percent / H₂ / 5percent Pd/C / ethanol / 3000.2 Torr

4: 85 percent / pyridinium dichromate (PDC) / dimethylformamide / 30 h / Ambient temperature

5: 1.) diphenyl phosphorazidate, 2.) NH₃ / 1.) benzene, reflux, 45 min, 2.) room temperature

6: 68 percent / pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; dipyridinium dichromate; diphenyl phosphoryl azide; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a029

Reference yield:

: (+)-(1S,6S,8S)-3-phenyl-2,4-dioxabicyclo<4.3.0>nonane-8-methanol

: 120963-42-0
(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) KH / 1.) THF, room temperature, 20 min, 2.) 12 h

2: 98 percent / conc. H₂SO₄ / H₂O / 0.17 h / Heating

3: 99 percent / pyridine / CH₂Cl₂ / 0.17 h

4: 90 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

5: 58 percent / dimethylsulfoxide / 40 - 45 °C

6: 100 percent / H₂ / 5percent Pd/C / ethanol / 3000.2 Torr

7: 85 percent / pyridinium dichromate (PDC) / dimethylformamide / 30 h / Ambient temperature

8: 1.) diphenyl phosphorazidate, 2.) NH₃ / 1.) benzene, reflux, 45 min, 2.) room temperature

9: 68 percent / pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; dipyridinium dichromate; sulfuric acid; diphenyl phosphoryl azide; ammonia; hydrogen; potassium hydride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a029