((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

Base Information

• Chemical Name: ((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
• CAS No.: 252357-49-6
• Molecular Formula: C₄₄H₄₉F₂N₄O₅P
• Molecular Weight: 782.867

Synonyms:((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

Chemical Property of ((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

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Technology Process of ((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

There total 3 articles about ((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 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: 80.0%

N-Benzyloxycarbonyl-L-isoleucyl-L-leucin (38972-95-1) + (R,S)-4-amino-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile (252357-46-3) → ((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)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

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

Reference yield:

cyanomethylene triphenylphosphorane (16640-68-9) → ((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)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / EDCI; HOBt / CH₂Cl₂

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

3: 80 percent / EDCI; HOBt / CH₂Cl₂

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:

(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile (252357-48-5) → ((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)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NH₄CO₂ / Pd/C / methanol

2: 80 percent / EDCI; HOBt / CH₂Cl₂

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:

N-Benzyloxycarbonyl-L-isoleucyl-L-leucin

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

cyanomethylene triphenylphosphorane

(+/-)-4-(N-benzyloxycarbonyl-amino)-6,6-difluoro-3-oxo-2-triphenylphosphoranylidene-hexanenitrile

Downstream raw materials:

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

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

(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

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