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

Base Information

• Chemical Name: (S)-4-Amino-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-hexanenitrile
• CAS No.: 188054-59-3
• Molecular Formula: C₂₄H₂₃N₂OP
• Molecular Weight: 386.433
• Mol file: 188054-59-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (S)-4-Amino-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-hexanenitrile 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: 21.0%

[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propyl]-carbamic acid benzyl ester (188054-58-2) → (S)-4-Amino-3-oxo-2-(triphenyl-λ5-phosphanylidene)-hexanenitrile (188054-59-3) + (2S)-2-ethyl-5-imino-4-(triphenylphosphoranylidene)pyrrolidin-3-one

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 5h; Ambient temperature;

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

Reference yield:

cyanomethylene triphenylphosphorane (16640-68-9) → (S)-4-Amino-3-oxo-2-(triphenyl-λ5-phosphanylidene)-hexanenitrile (188054-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / DMAP; EDCI / CH₂Cl₂ / 4 h / 20 °C

2: H₂ / 10 percent Pd/C / ethyl acetate / 5 h / 20 °C

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane; ethyl acetate;

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

Reference yield:

(cyanomethyl)triphenylphosphonium chloride (4336-70-3) → (S)-4-Amino-3-oxo-2-(triphenyl-λ5-phosphanylidene)-hexanenitrile (188054-59-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / Et₃N / CH₂Cl₂ / 0.67 h

2: 88 percent / EDCI, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

3: 53 percent / H₂ / Pd/C / ethyl acetate / 5 h / Ambient temperature

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

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

upstream raw materials:

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

cyanomethylene triphenylphosphorane

(cyanomethyl)triphenylphosphonium chloride

Downstream raw materials:

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

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

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