2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

Base Information

Chemical Name:2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate
CAS No.:1380348-03-7
Molecular Formula:C₂₁H₂₅F₃N₄O₆
Molecular Weight:486.448
Hs Code.:

Synonyms:2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

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Chemical Property of 2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

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Technology Process of 2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

There total 9 articles about 2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate 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: 68.0%

: 6226-25-1
2,2,2-trifluoroethyl trifluoromethanesulphonate

: 1380348-01-5
3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alanine

: 1380348-03-7
2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 - 60 ℃; for 115h;

Reference yield:

: 1380347-98-7
tert-butyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(diphenylmethylene)-L-alaninate

: 1380348-03-7
2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / acetonitrile; water / 20 h / 20 °C / Reflux

2: triethylamine / 1,4-dioxane; water / 20 h

3: triethylamine / tetrahydrofuran / 115 h / 20 - 60 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile;

Reference yield:

: 42754-59-6
2-(1-Methoxy-2-phenylethylidene)malononitrile

: 1380348-03-7
2,2,2-trifluoroethyl 3-(3-benzyl-1-methyl-5-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate

Guidance literature:: Multi-step reaction with 9 steps

1: ethanol / Reflux

2: sodium hydroxide; water / Reflux

3: sodium nitrite; tetrafluoroboric acid / water

4: dimethylsulfide borane complex / tetrahydrofuran / -20 °C / Reflux

5: carbon tetrabromide; triphenylphosphine / dichloromethane

6: O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; cesiumhydroxide monohydrate / dichloromethane / -30 °C

7: trifluoroacetic acid / dichloromethane

8: sodium hydroxide / tetrahydrofuran

9: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

With dmap; tetrafluoroboric acid; cesiumhydroxide monohydrate; carbon tetrabromide; dimethylsulfide borane complex; O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.bmcl.2013.02.039