phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

Base Information

Chemical Name:phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate
CAS No.:222739-33-5
Molecular Formula:C₂₀H₁₉NO₅
Molecular Weight:353.375
Hs Code.:

phenylmethyl 2,3-dihydro-1-<<tetrahydro-5-oxo-2-(2-propynyl)-2-furanyl>carbonyl>-1H-pyrrole-2-carboxylate

Synonyms:phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

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Chemical Property of phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

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Technology Process of phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

There total 9 articles about phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-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: 71.0%

: 222739-32-4
5-oxo-2-[(5-oxo-2-prop-2-ynyl-tetrahydro-furan-2-carbonyl)-amino]-pentanoic acid benzyl ester

: 222739-33-5
phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

Guidance literature:: With phosphorus pentoxide; barium(II) oxide; In dichloromethane; for 3.5h;
DOI:10.1021/jo9822941

Reference yield:

: 193223-82-4
phenylmethyl 2-<<(1,1-dimethylethoxy)carbonyl>amino>-5-hexenoate

: 222739-33-5
phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂ / 0.5 h / 0 - 20 °C

2: 1-hydroxybenzotriazole, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 12 h / Ambient temperature

3: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 8 min, 2.) CH₂Cl₂, -78 deg C to rt, 4 h

4: 71 percent / BaO, P₂O₅ / CH₂Cl₂ / 3.5 h

With phosphorus pentoxide; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo9822941

Reference yield:

: benzyl (R,S)-2-[(tert-butoxycarbonyl)amino]-3-iodopropanoate

: 222739-33-5
phenylmethyl 2,3-dihydro-1-<carbonyl>-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

2: TFA / CH₂Cl₂ / 0.5 h / 0 - 20 °C

3: 1-hydroxybenzotriazole, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 12 h / Ambient temperature

4: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 8 min, 2.) CH₂Cl₂, -78 deg C to rt, 4 h

5: 71 percent / BaO, P₂O₅ / CH₂Cl₂ / 3.5 h

With phosphorus pentoxide; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo9822941