((R)-2-Biphenyl-4-yl-1-formylethyl)carbamic Acid t-Butyl Ester

Base Information

• Chemical Name: ((R)-2-Biphenyl-4-yl-1-formylethyl)carbamic Acid t-Butyl Ester
• CAS No.: 149709-58-0
• Molecular Formula: C20H23NO3
• Molecular Weight: 325.408
• DSSTox Substance ID: DTXSID901149616
• Mol file: 149709-58-0.mol

Synonyms:149709-58-0;((R)-2-Biphenyl-4-yl-1-formylethyl)carbamic Acid t-Butyl Ester;Tert-butyl N-[(2R)-1-oxo-3-(4-phenylphenyl)propan-2-yl]carbamate;tert-butyl (R)-(1-([1,1'-biphenyl]-4-yl)-3-oxopropan-2-yl)carbamate;[(1R)-2-(Biphenyl-4-yl)-1-formylethyl]carbamic acid tert-butyl ester;SCHEMBL9929938;OWIZSBUSCSIZSA-GOSISDBHSA-N;DTXSID901149616;BCP14994;ZFA70958;AM85596;AC-28986;CS-0009328;D72473;(R)-alpha-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal;(R)-tert-butyl (1-([1,1'-biphenyl]-4-yl)-3-oxopropan-2-yl)carbamate;tert-butyl(R)-(1-([1,1'-biphenyl]-4-yl)-3-oxopropan-2-yl)carbamate;1,1-Dimethylethyl N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-formylethyl]carbamate

Chemical Property of ((R)-2-Biphenyl-4-yl-1-formylethyl)carbamic Acid t-Butyl Ester

Chemical Property:

• Boiling Point: 475.1±45.0 °C(Predicted)
• PKA: 11.17±0.46(Predicted)
• PSA: 55.40000
• Density: 1.097±0.06 g/cm3(Predicted)
• LogP: 4.37920
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 325.16779360
• Heavy Atom Count: 24
• Complexity: 402

Purity/Quality:

99.5% ^*data from raw suppliers

tert-?Butyl(R)?-?(1-?([1,?1''-Biphenyl]?-?4-?yl)?-?3-?oxopropan-?2-?yl)?carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)C2=CC=CC=C2)C=O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=C(C=C1)C2=CC=CC=C2)C=O
• Uses: tert-?Butyl (R)?-?(1-?([1,?1''-Biphenyl]?-?4-?yl)?-?3-?oxopropan-?2-?yl)?carbamate is an impurity of LCZ696 (L270005), a novel dual-acting inhibitor of angiotensin II receptor and neprilysin, which can be used for blood pressure reduction.

Technology Process of ((R)-2-Biphenyl-4-yl-1-formylethyl)carbamic Acid t-Butyl Ester

There total 22 articles about ((R)-2-Biphenyl-4-yl-1-formylethyl)carbamic Acid t-Butyl Ester 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: 100.0%

(R)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-N-methoxy-N-metyl<1,1'-biphenyl>-4-propanamide (162972-36-3) → (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal (149709-58-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.333333h;

DOI:10.1021/jm00010a014

Reference yield: 96.6%

N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (1426129-50-1) → o-iodosobenzoic acid (304-91-6) + (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal (149709-58-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In 1,2-dimethoxyethane; at 75 - 85 ℃; for 1h; Temperature; Solvent; Industrial scale;

Reference yield: 85.0%

N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (1426129-50-1) → (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal (149709-58-0)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; In dichloromethane; water; at 0 - 20 ℃; Solvent;

upstream raw materials:

(R)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-N-methoxy-N-metyl<1,1'-biphenyl>-4-propanamide

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

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

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

Downstream raw materials:

ethyl 5-(4-<1,1'-biphenyl>yl)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2-methyl-2-pentenoate

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

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

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