methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate

Base Information

• Chemical Name: methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate
• CAS No.: 509077-57-0
• Molecular Formula: C₂₂H₂₄F₂N₂O₅
• Molecular Weight: 434.44

Synonyms:methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate

Chemical Property of methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate

Chemical Property:

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Technology Process of methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate

There total 1 articles about methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate 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:

Cbz-D-Phe (2448-45-5) → methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate (509077-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / ethyl acetate; dimethylformamide / 0.17 h / -15 °C

2: ethyl acetate; dimethylformamide / 2 h / -15 °C

With 4-methyl-morpholine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1135/cccc20021533

Reference yield:

methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate (509077-57-0) → (S)-2-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-3,3-difluoro-2-methyl-propionic acid

Guidance literature:

With lithium hydroxide; In methanol; at 5 ℃; for 15h;

DOI:10.1135/cccc20021533

Reference yield:

methyl N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alaninate (509077-57-0) → N-(N-{N-[(benzyloxy)carbonyl]-(R)-phenylalanyl}-2(S)-(difluoromethyl)alanyl)-(R)-alaninamide

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / methanol / 15 h / 5 °C

2: diisopropylcarbodiimide / CH₂Cl₂; dimethylformamide / 0.17 h / 20 °C

3: 0.80 g / CH₂Cl₂; dimethylformamide

With lithium hydroxide; diisopropyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1135/cccc20021533

upstream raw materials:

Cbz-D-Phe

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