LCZ696 InteMediate

Base Information

• Chemical Name: LCZ696 InteMediate
• CAS No.: 1426129-50-1
• Molecular Formula: C20H25NO3
• Molecular Weight: 327.423
• Mol file: 1426129-50-1.mol

Synonyms:LCZ696 InteMediate;(R)-tert-butyl (1-([1,1'-biphenyl]-4-yl)-3-hydroxypropan-2-yl)carbaMate;N-[(1R)-2-[1,1'-Biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid 1,1-dimethylethyl ester;tert-butyl (R)-(1-([1,1'-biphenyl]-4-yl)-3-hydroxypropan-2-yl)carbamate;1)(R)-tert-butyl (1-([1,1'-biphenyl]-4-yl)-3-hydroxypropan-2-yl)carbamate

Chemical Property of LCZ696 InteMediate

Chemical Property:

• Melting Point: 114 - 116 °C
• Boiling Point: 514.5±50.0 °C(Predicted)
• PKA: 11.85±0.46(Predicted)
• PSA: 58.56000
• Density: 1.103±0.06 g/cm3(Predicted)
• LogP: 4.17260
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

N-?[(1R)?-?2-?[1,?1''-?Biphenyl]?-?4-?yl-?1-?(hydroxymethyl)?ethyl]?-carbamicAcid1,?1-?DimethylethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-?[(1R)?-?2-?[1,?1''-?Biphenyl]?-?4-?yl-?1-?(hydroxymethyl)?ethyl]?-carbamic Acid 1,?1-?Dimethylethyl Ester is a useful intermediate for preparing Sacubitril (S080900)/Valsartan (V095750).

Technology Process of LCZ696 InteMediate

There total 80 articles about LCZ696 InteMediate 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: 95.1%

(2R)-3-(biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid (128779-47-5) → N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (1426129-50-1)

Guidance literature:

With sulfuric acid; ruthenium-carbon composite; hydrogen; In water; at 90 ℃; for 8h; under 60006 Torr; pH=1 - 3;

Reference yield: 93.1%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanol hydrochloride → N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (1426129-50-1)

Guidance literature:

(R)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanol hydrochloride; With sodium hydroxide; In water; for 0.416667h;

di-tert-butyl dicarbonate; In dichloromethane; water; at 0 - 20 ℃; for 4h;

Reference yield: 92.5%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanol sulfuric acid salt → N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (1426129-50-1)

Guidance literature:

(R)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanol sulfuric acid salt; With sodium hydroxide; In water; for 0.416667h;

di-tert-butyl dicarbonate; In dichloromethane; water; at 0 - 20 ℃; for 4h;

upstream raw materials:

di-tert-butyl dicarbonate

C₂₂H₂₃NO

(S)-1-([1,1‘-biphenyl]-4-yl)-3-tert-butoxypropan-2-ol

(1-([1,1‘-biphenyl]-4-yl)-3-chloropropan-2-yl)pyrrolidine-2,5-dione

Downstream raw materials:

(R)-5-biphenyl-4-yl-4-tert-butoxycarbonylamino-2-methylpent-2-enoic acid ethyl ester

(R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal

ethyl (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpentanoate

(2R,4S)-5-[(1,1‘-biphenyl)-4-yl]-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid

Refernces

• 1、 -. "Preparation method of Sacubitril intermediate". . . Retrieved 2019/10/01.
• 2、 -. "Synthesis method of LCZ696 midbody". Paragraph 0027; 0030; 0031; 0034-0041. . Retrieved 2019/01/14.