pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

Base Information

Chemical Name:pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate
CAS No.:161634-95-3
Molecular Formula:C₂₇H₃₃F₅INO₅Si
Molecular Weight:701.545
Hs Code.:

pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2-<N-<(tert-butyloxy)carbonyl>-N-methylamino>-3-(4-iodophenyl)propionate

Synonyms:pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

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Chemical Property of pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

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Technology Process of pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

There total 13 articles about pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate 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: 90.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 161634-80-6
(2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid

: 161634-95-3
pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 8h;
DOI:10.1021/ja00098a015

Reference yield:

: 161634-84-0
(1S,2R)-1-(4-Iodo-phenyl)-2-methylamino-propane-1,3-diol

: 161634-95-3
pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

Guidance literature:: Multi-step reaction with 5 steps

1: 46 percent / O₂ / Pt / acetone; H₂O / 12 h

2: 98 percent / K₂CO₃ / tetrahydrofuran; H₂O / 4 h / 25 °C

3: 94 percent / imidazole / dimethylformamide / 48 h / 25 °C

4: 97 percent / K₂CO₃ / tetrahydrofuran; methanol; H₂O / 1 h / 25 °C

5: 90 percent / EDCI / CH₂Cl₂ / 8 h / 25 °C

With 1H-imidazole; oxygen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; platinum; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00098a015

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 161634-95-3
pentafluorophenyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / K₂CO₃ / tetrahydrofuran; H₂O / 4 h / 25 °C

2: 94 percent / imidazole / dimethylformamide / 48 h / 25 °C

3: 97 percent / K₂CO₃ / tetrahydrofuran; methanol; H₂O / 1 h / 25 °C

4: 90 percent / EDCI / CH₂Cl₂ / 8 h / 25 °C

With 1H-imidazole; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00098a015