[(3R,4S)-4-(2,4,5-trifluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester synthesis

4synthesis methods

Product Name:[(3R,4S)-4-(2,4,5-trifluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester
CAS Number:915100-83-3
Molecular formula:C15H19F3N2O2
Molecular Weight:316.32

165047-24-5 Synthesis

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[(3R,4S)-4-(2,4,5-trifluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

915100-83-3
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Yield:-

Steps:

Multi-step reaction with 7 steps
1: 98 percent / aq. NaOH / methanol / -10 - 0 °C
2: 95 percent / Ac₂O; DMAP / 20 h / 20 °C
3: 71 percent / TFA / CH₂Cl₂ / 20 h / 20 °C
4: H₂; NH₃ / Raney Ni / methanol / 20 h / 22 °C / 2585.81 Torr
5: 76.9 g / Et₃N / tetrahydrofuran / 20 h / 20 °C
6: 95 percent / H₂ / Pd(OH)2/C / ethanol / 24 h / 50 °C / 2844.39 Torr
7: enantioselective resolution via salt with (S)-naproxen

References:

Wright, Stephen W.;Ammirati, Mark J.;Andrews, Kim M.;Brodeur, Anne M.;Danley, Dennis E.;Doran, Shawn D.;Lillquist, Jay S.;Liu, Shenping;McClure, Lester D.;McPherson, R. Kirk;Olson, Thanh V.;Orena, Stephen J.;Parker, Janice C.;Rocke, Benjamin N.;Soeller, Walter C.;Soglia, Carolyn B.;Treadway, Judith L.;VanVolkenburg, Maria A.;Zhao, Zhengrong;Cox, Eric D. [Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,# 20,p. 5638 - 5642]

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References

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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915100-83-3
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References

1000210-73-0
0 suppliers
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915100-83-3
10 suppliers
inquiry

References

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[(3R,4S)-4-(2,4,5-trifluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester synthesis