(2S,4S)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 2,2,2-trifluoroacetate

Base Information

• Chemical Name: (2S,4S)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 2,2,2-trifluoroacetate
• CAS No.: 1631137-51-3
• Molecular Formula: C₂HF₃O₂*C₂₂H₃₀N₄O₃S
• Molecular Weight: 544.595
• Mol file: 1631137-51-3.mol

Synonyms:

Chemical Property of (2S,4S)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 2,2,2-trifluoroacetate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

VHLligand1(TFA) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 2,2,2-trifluoroacetate

There total 7 articles about (2S,4S)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 2,2,2-trifluoroacetate 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:

tert‐butyl N‐[(2S)‐1‐[(2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidin‐1‐yl]‐3,3‐dimethyl‐1‐oxobutan‐2‐yl]carbamate (1448189-98-7) + trifluoroacetic acid (76-05-1) → (2S,4R)-1-((S)-3,3-dimethyl-2-((2,2,2-trifluoroacetyl)-l4-azaneyl)butanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (1631137-51-3)

Guidance literature:

In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jm5011258

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) → (2S,4R)-1-((S)-3,3-dimethyl-2-((2,2,2-trifluoroacetyl)-l4-azaneyl)butanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (1631137-51-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: palladium diacetate; potassium acetate / N,N-dimethyl-formamide / 150 °C

2.1: sodium tetrahydroborate; cobalt(II) chloride / methanol / 1.5 h / 0 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: dichloromethane / 0.5 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

5.2: 0.5 h / 20 °C

6.1: dichloromethane / 0.5 h / 20 °C

With sodium tetrahydroborate; potassium acetate; palladium diacetate; N-ethyl-N,N-diisopropylamine; cobalt(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm5011258

Reference yield:

(2S,4R)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide trifluoroacetic acid → (2S,4R)-1-((S)-3,3-dimethyl-2-((2,2,2-trifluoroacetyl)-l4-azaneyl)butanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (1631137-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: dichloromethane / 0.5 h / 20 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm5011258

upstream raw materials:

tert‐butyl N‐[(2S)‐1‐[(2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidin‐1‐yl]‐3,3‐dimethyl‐1‐oxobutan‐2‐yl]carbamate

trifluoroacetic acid

4-(4-methyl-1,3-thiazol-5-yl)benzonitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

(2S',4R)-1-((1S)-2-acetamido-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide