γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester

Base Information

• Chemical Name: γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester
• CAS No.: 196950-18-2
• Molecular Formula: C₃₀H₃₉N₃O₈
• Molecular Weight: 569.655

Synonyms:γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester

Chemical Property of γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester

Chemical Property:

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Technology Process of γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester

There total 3 articles about γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) 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:

(S)-3-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)propanoic acid (118700-84-8) → γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester (196950-18-2)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1039/a702410j

Reference yield:

N-Boc-D-Glu α-methyl ester (110473-10-4) → γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester (196950-18-2)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 4-methyl-morpholine; hydrogenchloride; In tetrahydrofuran; ethyl acetate;

DOI:10.1039/a702410j

Reference yield:

C22H32N2O7 (1026326-12-4) + 5-benzyl 1-methyl L-glutamate hydrochloride → γ-Benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-β-alanyl-(α-methyl (2R)-glutamate) diester (196950-18-2)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; for 2h; Yield given; Ambient temperature;

DOI:10.1039/a702410j

upstream raw materials:

C₂₂H₃₂N₂O₇

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

N-Boc-D-Glu α-methyl ester

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

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

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

(R)-2-[3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-propionylamino]-4-[(2-isobutoxycarbonyloxy-2-oxo-ethyl)-methyl-carbamoyl]-butyric acid methyl ester

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