(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid

Base Information

• Chemical Name: (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid
• CAS No.: 1012341-50-2
• Molecular Formula: C23H29NO4
• Molecular Weight: 383.488
• Mol file: 1012341-50-2.mol

Synonyms:(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid;LCZ696 inter.;(2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)aMino]-2-Methylpentanoic acid;(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic;(2R,4S)-2-methyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-(4-phenylphenyl)pentanoic acid;LCA696 inter;[1,1'-Biphenyl]-4-pentanoic acid, γ-[[(1,1-dimethylethoxy)carbonyl]amino]-α-methyl-, (αR,γS)

Chemical Property of (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid

Chemical Property:

• Boiling Point: 582.6±50.0 °C(Predicted)
• PKA: 4?+-.0.23(Predicted)
• PSA: 75.63000
• Density: 1.115±0.06 g/cm3(Predicted)
• LogP: 5.29110
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

(2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic Acid is a useful building block in the synthesis of various pharmaceuticals. Could be useful for treating bacterial infectious disease.

Technology Process of (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid

There total 42 articles about (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid 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: 96.1%

(R)-5-(biphenyl-4-yl)-4-tert-butoxycarbonylamino-2-methylpent-2-enoic acid (149709-68-2) → (2R,4S)-5-[(1,1‘-biphenyl)-4-yl]-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid (1012341-50-2,1012341-54-6)

Guidance literature:

With diiodo(p-cymene)ruthenium(II) dimer; hydrogen; triethylamine; [2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane]; In methanol; toluene; at 55 ℃; for 12h; under 3000.3 - 3750.38 Torr; Reagent/catalyst; Sealed tube;

Reference yield: 95.0%

C33H38N2O5 → (2R,4S)-5-[(1,1‘-biphenyl)-4-yl]-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid (1012341-50-2,1012341-54-6)

Guidance literature:

C₃₃H₃₈N₂O₅; With dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 0.5h;

With lithium hydroxide; at 25 - 30 ℃; for 3h;

Reference yield: 91.9%

(2E,4R)-5-{[1,1'-biphenyl]-4-yl}-4-{[(tert-butoxy)carbonyl]amino}-2-methylpent-2-enoic acid (1012341-48-8) → (2R,4S)-5-[(1,1‘-biphenyl)-4-yl]-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid (1012341-50-2,1012341-54-6)

Guidance literature:

With ammonium formate; nickel(II) acetate tetrahydrate; (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine; In ethanol; at 55 ℃; for 8h; Temperature;

upstream raw materials:

(2E,4R)-5-{[1,1'-biphenyl]-4-yl}-4-{[(tert-butoxy)carbonyl]amino}-2-methylpent-2-enoic acid

(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoic acid hydrochloride

di-tert-butyl dicarbonate

(3R,5S)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoic acid hydrochloride

(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoic acid ethyl ester hydrochloride

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

(2R,4S)-5-biphenyl-4-yl-4-tert-butoxycarbonylamino-2-methylpentanoic acid triethylammonium salt

Refernces

• 1、 Chen, Zhijun,Wang, Hailong,Wu, Shuming,Wang, Jian,Zhang, Chenxia,Yang, Hua,Wang, Zhongqing. "Optimization and process improvement for LCZ696 by employing quality by design (QbD) principles". . . Retrieved 2020.
• 2、 -. "Preparation method of sacubitril valsartan sodium". Page/Page column 11-14. . Retrieved 2021/03/31.
• 3、 -. "Substituted ferrocenyl diphosphine homogeneous catalyst ligand". Paragraph 0028-0029. . Retrieved 2021/03/13.