β-Benzyl (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-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester
• CAS No.: 196950-39-7
• Molecular Formula: C₄₇H₆₇N₇O₁₄
• Molecular Weight: 954.087

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 15 articles about β-Benzyl (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:

(S)-3-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)propanoic acid (118700-84-8) → β-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester (196950-39-7)

Guidance literature:

Multi-step reaction with 11 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

With 4-methyl-morpholine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid;

DOI:10.1039/a702410j

Reference yield:

N-Boc-D-Glu α-methyl ester (110473-10-4) → β-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester (196950-39-7)

Guidance literature:

Multi-step reaction with 11 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

With 4-methyl-morpholine; hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid; ethyl acetate;

DOI:10.1039/a702410j

Reference yield:

Benzyl (2R)-N-(tert-butoxycarbonyl)alanyl-(2S)-leucinate (196950-28-4) → β-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) triester (196950-39-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / HCl / ethyl acetate / 1 h / Ambient temperature

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

3: 82 percent / H₂ / 5percent Pd/C / methanol / 18 h

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

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

With 4-methyl-morpholine; hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1039/a702410j

upstream raw materials:

(S)-3-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)propanoic acid

N-Boc-D-Glu α-methyl ester

Benzyl (2R)-N-(tert-butoxycarbonyl)alanyl-(2S)-leucinate

C₂₂H₃₂N₂O₇

Downstream raw materials:

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

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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