2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

Base Information

Chemical Name:2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester
CAS No.:1025973-53-8
Molecular Formula:C₂₀H₂₈FNO₆
Molecular Weight:397.444
Hs Code.:

2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-<i>tert</i>-butyl ester

Synonyms:2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

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Chemical Property of 2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

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Technology Process of 2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

There total 2 articles about 2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-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:

: 264131-61-5
benzyl (3S,5S,6R)-3-[4-(bis((tert-butyl)oxycarbonyl)fluoromethyl)phenylmethyl]-(-)-6-oxo-5,6-diphenyl-4-morpholine-carboxylate

: 1025973-53-8
2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

Guidance literature:: With hydrogen; acetic acid; palladium; In tetrahydrofuran; ethanol; at 20 ℃; for 5h; under 2327.23 Torr;
DOI:10.1021/jm9904248

Reference yield:

: 261513-63-7
benzyl (3S,5S,6R)-3-[4-(bis((tert-butyl)oxycarbonyl)methyl)phenylmethyl]-(-)-6-oxo-5,6-diphenyl-4-morpholine-carboxylate

: 1025973-53-8
2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 92 percent / benzenesulfonamino fluoride / tetrahydrofuran

2.1: H₂; AcOH / Pd black / tetrahydrofuran; ethanol / 5 h / 20 °C / 2327.23 Torr

With hydrogen; sodium hydride; acetic acid; palladium; In tetrahydrofuran; ethanol; 1.1: Metallation / 1.2: Fluorination / 2.1: Hydrogenolysis;
DOI:10.1021/jm9904248

Reference yield:

: 1025973-53-8
2-[4-(2-amino-2-carboxy-ethyl)-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

: 2-{4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-phenyl}-2-fluoro-malonic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: dioxane; H₂O / 20 °C

2.1: HOBt*H₂O; DIPCDI / dimethylformamide / 0.17 h / 20 °C

2.2: 100 percent / dimethylformamide / 20 °C

3.1: acetonitrile / 3 h / 20 °C

4.1: acetonitrile

5.1: 54 percent / aq. TFA; 1,2-ethanedithiol / 1 h

With 1,3-di-tert-butylcarbodiimide; benzotriazol-1-ol; ethane-1,2-dithiol; trifluoroacetic acid; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Acylation / 2.1: Condensation / 2.2: Condensation / 3.1: Deprotection / 4.1: Acetylation / 5.1: Acidolysis;
DOI:10.1021/jm9904248