β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

Base Information

Chemical Name:β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester
CAS No.:195301-92-9
Molecular Formula:C₃₉H₄₆F₅N₅O₁₂
Molecular Weight:871.813
Hs Code.:

Synonyms:β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

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Chemical Property of β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

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Technology Process of β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

There total 12 articles about β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester 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: 62.0%

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

: 195301-91-8
(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] diester

: 195301-92-9
β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1039/b100401h

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 195301-92-9
β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

Guidance literature:: Multi-step reaction with 8 steps

1: NMM / tetrahydrofuran; dimethylformamide / 0.08 h / -15 °C

2: 343 mg / NMM / tetrahydrofuran; dimethylformamide / 12 h / -15 - 20 °C

3: 93 percent / HCl / ethyl acetate / 4 h / 0 - 20 °C

4: 566 mg / NMM / tetrahydrofuran; dimethylformamide / 12 h / -15 - 20 °C

5: 95 percent / HCl / ethyl acetate / 2 h / 0 - 20 °C

6: 390 mg / NMM / tetrahydrofuran; dimethylformamide / 12 h / -15 - 20 °C

7: 99 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 20 °C

8: 62 percent / EDCI / CH₂Cl₂ / 12 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b100401h

Reference yield:

: 84890-94-8
(S)-2-Isobutoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 195301-92-9
β-pentafluorophenyl(2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-[α-methyl (2R)-glutamyl]-γ-(2S)-prolyl-[α-methyl (2R)-aspartate] triester

Guidance literature:: Multi-step reaction with 7 steps

1: 343 mg / NMM / tetrahydrofuran; dimethylformamide / 12 h / -15 - 20 °C

2: 93 percent / HCl / ethyl acetate / 4 h / 0 - 20 °C

3: 566 mg / NMM / tetrahydrofuran; dimethylformamide / 12 h / -15 - 20 °C

4: 95 percent / HCl / ethyl acetate / 2 h / 0 - 20 °C

5: 390 mg / NMM / tetrahydrofuran; dimethylformamide / 12 h / -15 - 20 °C

6: 99 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 20 °C

7: 62 percent / EDCI / CH₂Cl₂ / 12 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b100401h