β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester

Base Information

Chemical Name:β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester
CAS No.:196950-44-4
Molecular Formula:C₄₆H₆₀F₅N₇O₁₄
Molecular Weight:1030.01
Hs Code.:

β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester

Synonyms:β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(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-sarcosyl-(2R)-alanyl-(2S)-leucyl-(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-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester

There total 17 articles about β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(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: 91.0%

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

: 196950-41-1
(2S)-N-(tert-Butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) diester

: 196950-44-4
β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; 1.) 0 deg C, 1 h, 2.) r.t., 24 h;
DOI:10.1039/a702410j

Reference yield:

: 118700-84-8
(S)-3-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)propanoic acid

: 196950-44-4
β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester

Guidance literature:: Multi-step reaction with 13 steps

1: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

2: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

3: 91 percent / H₂ / 5percent Pd/C / methanol; acetic acid / 21 h

4: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

5: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

6: 95 percent / H₂ / 5percent Pd/C / methanol / 12 h

7: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

8: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

9: 82 percent / H₂ / 5percent Pd/C / methanol / 18 h

10: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

11: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

12: 95 percent / H₂ / 5percent Pd/C / methanol; acetic acid / 18 h

13: 91 percent / EDCI / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 24 h

With 4-methyl-morpholine; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1039/a702410j

Reference yield:

: 110473-10-4
N-Boc-D-Glu α-methyl ester

: 196950-44-4
β-Pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester

Guidance literature:: Multi-step reaction with 13 steps

1: 93 percent / HCl / ethyl acetate / 1 h / 0 °C

2: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

3: 91 percent / H₂ / 5percent Pd/C / methanol; acetic acid / 21 h

4: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

5: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

6: 95 percent / H₂ / 5percent Pd/C / methanol / 12 h

7: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

8: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

9: 82 percent / H₂ / 5percent Pd/C / methanol / 18 h

10: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

11: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

12: 95 percent / H₂ / 5percent Pd/C / methanol; acetic acid / 18 h

13: 91 percent / EDCI / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 24 h

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate;
DOI:10.1039/a702410j