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

Base Information

• Chemical Name: (2S)-N-(tert-Butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) diester
• CAS No.: 196950-41-1
• Molecular Formula: C₄₀H₆₁N₇O₁₄
• Molecular Weight: 863.963

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about (2S)-N-(tert-Butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) diester 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: 95.0%

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

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; for 18h;

DOI:10.1039/a702410j

Reference yield:

(S)-3-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)propanoic acid (118700-84-8) → (2S)-N-(tert-Butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(2R)-alanyl-(2S)-leucyl-(α-methyl (2R)aspartate) diester (196950-41-1)

Guidance literature:

Multi-step reaction with 12 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

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

Guidance literature:

Multi-step reaction with 12 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

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

DOI:10.1039/a702410j

upstream raw materials:

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

(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

Downstream raw materials:

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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