(2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide

Base Information

• Chemical Name: (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide
• CAS No.: 438202-56-3
• Molecular Formula: C₃₆H₄₃F₂N₄O₃P
• Molecular Weight: 648.733

Synonyms:(2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide

Chemical Property of (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide

Chemical Property:

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Technology Process of (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide

There total 5 articles about (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide 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: 87.0%

((1S,2S)-1-{(S)-1-[3-Cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2-methyl-butyl)-carbamic acid benzyl ester (252357-49-6) → (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide (438202-56-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol;

DOI:10.1016/S0960-894X(01)00843-5

Reference yield:

N-Benzyloxycarbonyl-L-isoleucyl-L-leucin (38972-95-1) → (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide (438202-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / EDCI; HOBt / CH₂Cl₂

2: 87 percent / NH₄CO₂ / Pd/C / methanol

With ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0960-894X(01)00843-5

Reference yield:

cyanomethylene triphenylphosphorane (16640-68-9) → (2S,3S)-2-Amino-3-methyl-pentanoic acid {(S)-1-[3-cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propylcarbamoyl]-3-methyl-butyl}-amide (438202-56-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / EDCI; HOBt / CH₂Cl₂

2: 80 percent / NH₄CO₂ / Pd/C / methanol

3: 80 percent / EDCI; HOBt / CH₂Cl₂

4: 87 percent / NH₄CO₂ / Pd/C / methanol

With ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0960-894X(01)00843-5

upstream raw materials:

((1S,2S)-1-{(S)-1-[3-Cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2-methyl-butyl)-carbamic acid benzyl ester

N-Benzyloxycarbonyl-L-isoleucyl-L-leucin

cyanomethylene triphenylphosphorane

(R,S)-4-amino-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

Downstream raw materials:

4-{(1S,2S)-1-[(S)-1-((S)-3,3-Difluoro-1-oxalyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-2-methyl-butylcarbamoyloxymethyl}-benzoic acid methyl ester

4-((1S,2S)-1-{(S)-1-[3-Cyano-1-(2,2-difluoro-ethyl)-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2-methyl-butylcarbamoyloxymethyl)-benzoic acid methyl ester

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