4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide

Base Information

• Chemical Name: 4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide
• CAS No.: 195727-65-2
• Molecular Formula: C₁₆H₂₂F₂N₂O₄
• Molecular Weight: 344.358
• Mol file: 195727-65-2.mol

Synonyms:4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide

Chemical Property of 4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide

There total 1 articles about 4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide 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: 83.0%

methylamine (74-89-5) + ethyl 4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-5-methylhexanoate → 4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide (195727-65-2)

Guidance literature:

In ethanol; water; for 5h;

DOI:10.1021/jm970250z

Reference yield:

4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide (195727-65-2) → (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((S)-3,3-difluoro-1-isopropyl-3-methylcarbamoyl-2-oxo-propyl)-amide

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 2585.7 Torr

2: HOBT, N-methylmorpholine, EDC / tetrahydrofuran / 24 h

3: EDC, dichloroacetic acid, DMSO / toluene / 2 h

With 4-methyl-morpholine; dichloro-acetic acid; hydrogen; benzotriazol-1-ol; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; toluene;

DOI:10.1021/jm970250z

Reference yield:

4(S)-[(benzyloxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide (195727-65-2) → {(S)-1-[(S)-2-((1S,2R)-3,3-Difluoro-2-hydroxy-1-isopropyl-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 2585.7 Torr

2: HOBT, N-methylmorpholine, EDC / tetrahydrofuran / 24 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm970250z

upstream raw materials:

methylamine

Downstream raw materials:

N-[(phenoxycarbonyl)-L-valyl-L-prolyl]-4(S)-amino-2,2-difluoro-3(R)-hydroxy-N,5-dimethylhexanamide

(S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-methylcarbamoyl-propyl)-amide

Refernces