(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

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Chemical Name:(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester
CAS No.:939964-16-6
Molecular Formula:C₁₈H₂₄F₃N₃O₃
Molecular Weight:387.402
Hs Code.:

Synonyms:(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

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Chemical Property of (R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

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Technology Process of (R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

There total 7 articles about (R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester 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: 47.0%

: 89990-54-5
pyrazolidine dihydrogen chloride

: 486460-00-8,922178-94-7
(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

: 939964-16-6
(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.bmcl.2007.01.111

Reference yield:

: 769195-26-8
4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

: 939964-16-6
(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / ammonium acetate / methanol / 7 h / Heating

2: 68 percent / H₂; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr

3: 93 percent / CH₂Cl₂ / 3 h / 20 °C

4: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C

5: 47 percent / EDCI; triethylamine / CH₂Cl₂ / 1 h / 20 °C

With ammonium acetate; lithium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; methanol; dichloromethane; 2,2,2-trifluoroethanol;
DOI:10.1016/j.bmcl.2007.01.111

Reference yield:

: methyl 3-amino-4-(2,4,5-trifluorophenyl)but-2-enoate

: 939964-16-6
(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / H₂; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr

2: 93 percent / CH₂Cl₂ / 3 h / 20 °C

3: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C

4: 47 percent / EDCI; triethylamine / CH₂Cl₂ / 1 h / 20 °C

With lithium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; methanol; dichloromethane; 2,2,2-trifluoroethanol;
DOI:10.1016/j.bmcl.2007.01.111