AHU-377(Sacubitril)

Base Information

• Chemical Name: AHU-377(Sacubitril)
• CAS No.: 149709-62-6
• Molecular Formula: C24H29NO5
• Molecular Weight: 411.498
• European Community (EC) Number: 810-278-2
• Mol file: 149709-62-6.mol

Synonyms:(2R,4S)-5-(biphenyl-4-yl)-4-((3-carboxypropionyl)amino)-2-methylpentanoic acid ethyl ester;AHU 377;AHU-377;AHU377;sacubitril

Chemical Property of AHU-377(Sacubitril)

Chemical Property:

• Boiling Point: 656.9±55.0 °C(Predicted)
• PKA: 4.72±0.10(Predicted)
• PSA: 92.70000
• Density: 1.151±0.06 g/cm3(Predicted)
• LogP: 4.22590
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: ≥41.1 mg/mL in DMSO; ≥21.45 mg/mL in H2O with ultrasonic; ≥26.85 mg/mL in EtOH with ultrasonic
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 411.20457303
• Heavy Atom Count: 30
• Complexity: 550

Purity/Quality:

99%, ^*data from raw suppliers

Sacubitril ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)CC(CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)O

Technology Process of AHU-377(Sacubitril)

There total 98 articles about AHU-377(Sacubitril) 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: 98.8%

calcium 3-{[(2S,4R)-1-{[1,1'-biphenyl]-4-yl}-5-ethoxy-4-methyl-5-oxopentan-2-yl]carbamoyl}propanoate → α-ethyl (αR,γS)-γ-<(3-carboxy-1-oxopropyl)amino>-α-methyl<1,1'-biphenyl>-4-pentanoate (149709-62-6,149709-63-7,766480-48-2)

Guidance literature:

With hydrogenchloride; In Isopropyl acetate; water; at 10 - 15 ℃; for 0.666667h;

Reference yield: 97.4%

(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-(2,5-dioxopyrrol-1-yl)-2-methyl pentanoate (1038924-97-8) → α-ethyl (αR,γS)-γ-<(3-carboxy-1-oxopropyl)amino>-α-methyl<1,1'-biphenyl>-4-pentanoate (149709-62-6,149709-63-7,766480-48-2)

Guidance literature:

With ethanol; sodium carbonate; at 60 ℃;

Reference yield: 96.57%

(2R,4S)-5-(biphenyl-4-yl)-4-[(3-carboxypropionyl)amino]-2-methylpentanoic acid ethyl ester tert-butylamine salt → α-ethyl (αR,γS)-γ-<(3-carboxy-1-oxopropyl)amino>-α-methyl<1,1'-biphenyl>-4-pentanoate (149709-62-6,149709-63-7,766480-48-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; water;

upstream raw materials:

α-ethyl (αR,γS)-γ-<<3-(1,1-dimethylethoxy)-1-oxopropyl>amino>-α-methyl<1,1'-biphenyl>-4-pentanoate

(2R)-3-(biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid

N-(tert-butoxycarbonyl)-D-tyrosine methyl ester

ethyl (γS)-γ-amino-α-methyl<1,1'-biphenyl>-4-pentanoate

Downstream raw materials:

α-ethyl (αR,γS)-γ-<(3-carboxy-1-oxopropyl)amino>-α-methyl<1,1'-biphenyl>-4-pentanoate monosodium salt

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