(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid
CAS No.:1542242-58-9
Molecular Formula:C₁₆H₂₀FNO₄
Molecular Weight:309.338
Hs Code.:

Synonyms:(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

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Technology Process of (2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

There total 1 articles about (2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid 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: 91.0%

: 1542242-58-9
(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; for 1h;

Reference yield: 64.0%

: 71086-99-2
ethyl 5-amino-1H-indole-2-carboxylate

: 1542242-58-9
(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

: ethyl 5-[(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxamide]-1H-indole-2-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

: 1542242-58-9
(2S,3S)-1-tert-butoxycarbonyl-3-(4-fluorophenyl)pyrrolidine-2-carboxylic acid

: C₁₆H₂₂FNO₃

Guidance literature:: Multi-step reaction with 7 steps

1: methanol; diethyl ether

2: hydrogenchloride; water / 1,4-dioxane

3: N-ethyl-N,N-diisopropylamine / dichloromethane

4: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

5: trifluoroacetic anhydride; triethylamine / -78 - 60 °C

6: hydrogen; 10 wt% Pd(OH)2 on carbon

7: sodium hydroxide / tetrahydrofuran

With hydrogenchloride; lithium aluminium tetrahydride; 10 wt% Pd(OH)2 on carbon; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.bmcl.2014.02.055