methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate

Base Information

• Chemical Name: methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate
• CAS No.: 139040-51-0
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.316
• Mol file: 139040-51-0.mol

Synonyms:methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate

Chemical Property of methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate

Chemical Property:

• Boiling Point: 390.2±30.0 °C(Predicted)
• Density: 1.119±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

(S)-Methyl3-([1,1'-biphenyl]-4-yl)-2-aminopropanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate

There total 10 articles about methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate 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: 98.0%

(S)-2-Azido-3-biphenyl-4-yl-propionic acid methyl ester (139040-52-1) → methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate (139040-51-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 13h; under 760 Torr;

DOI:10.1021/ja00031a069

Reference yield: 62.0%

phenyl(triphenyl-λ5-phosphanyl)gold + (S)-methyl 2-amino-3-(4-iodophenyl)propanoate (113850-77-4) → methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate (139040-51-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; at 80 ℃; for 12h;

DOI:10.1002/ejoc.201201720

Reference yield:

methyl 3-([1,1‘-biphenyl]-4-yl)-2-aminopropanoate (515158-71-1) → methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate (139040-51-0)

Guidance literature:

methyl 3-([1,1‘-biphenyl]-4-yl)-2-aminopropanoate; With O,O'-dibenzoyl-L-tartaric acid; 3,5-dichlorosalicyclaldehyde; In methanol; isopropyl alcohol; at 65 ℃; for 20h;

With water; potassium hydroxide; In dichloromethane; for 1h;

upstream raw materials:

(S)-2-Azido-3-biphenyl-4-yl-propionic acid methyl ester

methanol

(S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid

(R)-3-Biphenyl-4-yl-1,1,1-trichloro-propan-2-ol

Downstream raw materials:

(S)-2-{[1-((S)-2-Acetylsulfanyl-3-methyl-butyrylamino)-cyclopentanecarbonyl]-amino}-3-biphenyl-4-yl-propionic acid methyl ester

(S)-3-Biphenyl-4-yl-2-[(1-tert-butoxycarbonylamino-cyclopentanecarbonyl)-amino]-propionic acid methyl ester

Refernces

• 1、 Pena-Lopez, Miguel,Sarandeses, Luis A.,Perez Sestelo, Jose. "Organogold(I) phosphanes in palladium-catalyzed cross-coupling reactions in aqueous media". . p. 2545 - 2554. Retrieved 2013/06/05.
• 2、 Burdick, Daniel J.,Paris, Ken,Weese, Kenneth,Stanley, Mark,Beresini, Maureen,Clark, Kevin,McDowell, Robert S.,Marsters Jr., James C.,Gadek, Thomas R.. "N-benzoyl amino acids as LFA-1/ICAM inhibitors 1: Amino acid structure-activity relationship". . p. 1015 - 1018. Retrieved 2007/10/03.