Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine

Base Information

• Chemical Name: Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine
• CAS No.: 149818-98-4
• Molecular Formula: C21H25NO4
• Molecular Weight: 355.434
• DSSTox Substance ID: DTXSID00435499
• Nikkaji Number: J2.437.575G
• Wikidata: Q82250493
• Mol file: 149818-98-4.mol

Synonyms:149818-98-4;Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine;methyl (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylphenyl)propanoate;(R)-Methyl 3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoate;SCHEMBL10033679;DTXSID00435499;XJFJKCSCNLXBCY-GOSISDBHSA-N;AMY25409;AC-12750;A920053;N-tert-Butoxycarbonyl-4-phenyl-D-phenylalanine=methyl ester;methyl (R)-2-(t-butoxycarbonylamino)-3-(p-phenylphenyl)-propionate;METHYL-N-TERT-BUTYLOXYCARBONYL-AMINO-4,4-BIPHENYL-R-ALANINE;methyl (2R)-3-{[1,1'-biphenyl]-4-yl}-2-{[(tert-butoxy)carbonyl]amino}propanoate

Chemical Property of Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 508.646°C at 760 mmHg
• PKA: 10.95±0.46(Predicted)
• Flash Point: 261.42°C
• PSA: 64.63000
• Density: 1.113g/cm³
• LogP: 4.35330
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 355.17835828
• Heavy Atom Count: 26
• Complexity: 457

Purity/Quality:

97% ^*data from raw suppliers

(R)-Methyl3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoate 97% ^*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)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=C(C=C1)C2=CC=CC=C2)C(=O)OC

Technology Process of Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine

There total 32 articles about Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine 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%

di-tert-butyl dicarbonate (24424-99-5) + (R)-methyl 3-([1,1'-biphenyl]-4-yl)-2-aminopropanoate methanesulfonate → methyl (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanoate (149818-98-4)

Guidance literature:

With triethylamine; In dichloromethane; at 30 ℃; for 4.5h;

Reference yield: 100.0%

methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-D-tyrosinate (149709-56-8) + phenylboronic acid (98-80-6) → methyl (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanoate (149818-98-4)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 80 ℃; for 2h;

DOI:10.1021/jm00010a014

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-(1,1'-biphen-4-yl)-2-acetylaminopropionic acid methyl ester → methyl (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanoate (149818-98-4)

Guidance literature:

di-tert-butyl dicarbonate; (R)-3-(1,1'-biphen-4-yl)-2-acetylaminopropionic acid methyl ester; With dmap; In tetrahydrofuran; at 60 - 66 ℃; for 3h;

With hydrazine hydrate; In tetrahydrofuran; at 0 - 10 ℃; for 5h;

upstream raw materials:

methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-D-tyrosinate

phenylboronic acid

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

(R)-2-(t-butoxycarbonylamino)-3-[4-(trifluoromethylsulfonyloxy)-phenyl]-propionate

Downstream raw materials:

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

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

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

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