(1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester

Base Information

• Chemical Name: (1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester
• CAS No.: 122409-59-0
• Molecular Formula: C₃₇H₅₁N₃O₈
• Molecular Weight: 665.827

Synonyms:(1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester

Chemical Property of (1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester

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Technology Process of (1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester

There total 1 articles about (1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester 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:

(E)-benzyl 4-phenyl-4-oxo-2-butenoate (86633-21-8,87305-72-4,86633-20-7) + N-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester oxalate (105260-03-5) → (1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-Nε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester (122409-59-0)

Guidance literature:

With potassium carbonate; Yield given. Multistep reaction; 1.) diethyl ether, water, 2.) diethyl ether, 5 h, room temperature;

Reference yield: 98.0%

(1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-Nε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester (122409-59-0) → (S)-1-[(S)-6-tert-Butoxycarbonylamino-2-((S)-1-carboxy-3-hydroxy-3-phenyl-propylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid tert-butyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethyl acetate; Ambient temperature;

Reference yield:

(1S)-N-<1-(benzyloxycarbonyl)-3-oxo-3-phenyl-propyl>-Nε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester (122409-59-0) → (3S,5R)-Nα-(tetrahydro-2-oxo-5-phenyl-3-furanyl)-Nε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester (122442-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 3 N HCl, H₂ / 10 percent Pd on charcoal / ethyl acetate / Ambient temperature

2: glacial acetic acid / acetone / 10 h / Heating

With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal; In ethyl acetate; acetone;

upstream raw materials:

(E)-benzyl 4-phenyl-4-oxo-2-butenoate

N-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester oxalate

Downstream raw materials:

(3S,5R)-N^α-(tetrahydro-2-oxo-5-phenyl-3-furanyl)-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester

(3S,5S)-N^α-(tetrahydro-2-oxo-5-phenyl-3-furanyl)-N^ε-(tert-butoxycarbonyl)-(S)-lysyl-(S)-proline tert-butyl ester

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