2-PyrrolidinepropanaMide, β-Methoxy-α-Methyl-N-[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]-, (αR,βR,2S)-

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Chemical Name:2-PyrrolidinepropanaMide, β-Methoxy-α-Methyl-N-[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]-, (αR,βR,2S)-
CAS No.:133120-91-9
Molecular Formula:C₂₀H₂₇N₃O₂S
Molecular Weight:373.519
Hs Code.:

Synonyms:2-PyrrolidinepropanaMide, β-Methoxy-α-Methyl-N-[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]-, (αR,βR,2S)-

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Chemical Property of 2-PyrrolidinepropanaMide, β-Methoxy-α-Methyl-N-[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]-, (αR,βR,2S)-

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Technology Process of 2-PyrrolidinepropanaMide, β-Methoxy-α-Methyl-N-[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]-, (αR,βR,2S)-

There total 21 articles about 2-PyrrolidinepropanaMide, β-Methoxy-α-Methyl-N-[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]-, (αR,βR,2S)- 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: 99.0%

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate: 120205-54-1
tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate

: 133120-91-9
(2R,3R,4S)-dolaproine-(S)-dolaphenine

Guidance literature:: With trifluoroacetic acid; for 0.5h;
DOI:10.1016/S0040-4020(01)80692-X

Reference yield:

: 120205-50-7
N-Boc-(2R,3R,4S)-dolaproine

: 133120-91-9
(2R,3R,4S)-dolaproine-(S)-dolaphenine

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 16 h / 0 - 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 20 °C

With diethyl cyanophosphonate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.03.036

Reference yield:

: 69610-41-9,117625-90-8
Boc-L-Pro-H

: 133120-91-9
(2R,3R,4S)-dolaproine-(S)-dolaphenine

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NEt₃, Bu₂BOTf / 1) CH₂Cl₂, 2 deg C, 45 min, 2a) CH₂Cl₂, -67 deg C, 2 h, 2b) 12 deg C, 1 h, 2c) RT, 15 min

2: 92 percent / 30percent aq. H₂O₂, 0.4 N aq. LiOH / tetrahydrofuran / 2.5 h / T < 4 deg C

3: 89 percent / NaH / tetrahydrofuran / 18 h / 0 °C

4: 98 percent / (EtO)2P(O)CN, NEt₃ / dimethylformamide / 1) 0 deg C, 2 h, 2) RT

5: TFA / CH₂Cl₂ / Ambient temperature

With lithium hydroxide; diethyl cyanophosphonate; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80547-0