(1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester

Base Information

• Chemical Name: (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester
• CAS No.: 188054-60-6
• Molecular Formula: C₄₂H₄₇N₄O₅P
• Molecular Weight: 718.833

Synonyms:(1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester

Chemical Property of (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester

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Technology Process of (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester

There total 8 articles about (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl 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: 69.0%

N-benzyloxycarbonyl-L-valyl-L-valine (19542-54-2) + [3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propyl]-carbamic acid benzyl ester (188054-58-2) → (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester (188054-60-6)

Guidance literature:

[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester; With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 5h;

N-benzyloxycarbonyl-L-valyl-L-valine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; ethyl acetate; at 0 - 20 ℃; for 2.16667h;

DOI:10.1016/S0040-4020(03)00860-3

Reference yield: 69.0%

N-benzyloxycarbonyl-L-valyl-L-valine (19542-54-2) + (S)-4-Amino-3-oxo-2-(triphenyl-λ5-phosphanylidene)-hexanenitrile (188054-59-3) → (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester (188054-60-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In ethyl acetate; for 2h; 0 deg C to room t.;

DOI:10.1016/S0040-4039(96)02488-4

Reference yield:

Val-Val (3918-94-3) → (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester (188054-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / Na₂CO₃ / H₂O; dioxane / 18 h / 20 °C

2.1: H₂ / Pd/C / ethyl acetate / 5 h / 20 °C

2.2: 69 percent / HOBt; Et₃N; EDCI / ethyl acetate; CH₂Cl₂ / 2.17 h / 0 - 20 °C

With hydrogen; sodium carbonate; palladium on activated charcoal; In 1,4-dioxane; water; ethyl acetate;

DOI:10.1016/S0040-4020(03)00860-3

upstream raw materials:

N-benzyloxycarbonyl-L-valyl-L-valine

(S)-4-Amino-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-hexanenitrile

[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester

Val-Val

Downstream raw materials:

2-(2-{3-[2-(2-benzyloxycarbonylamino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid benzyl ester

2-(2-{3-[2-(2-amino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid

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