Methyl 2-amino-2-phenylbutanoate

Base Information

• Chemical Name: Methyl 2-amino-2-phenylbutanoate
• CAS No.: 76142-47-7
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• European Community (EC) Number: 881-519-7
• Nikkaji Number: J89.679I
• Mol file: 76142-47-7.mol

Synonyms:methyl 2-amino-2-phenylbutanoate;76142-47-7;methyl2-amino-2-phenylbutanoate;MFCD12151671;AKOS005362685;BS-12231;CS-0295765;EN300-71965;Z477335874

Chemical Property of Methyl 2-amino-2-phenylbutanoate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)(C(=O)OC)N

Technology Process of Methyl 2-amino-2-phenylbutanoate

There total 4 articles about Methyl 2-amino-2-phenylbutanoate 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: 85.0%

(E)-methyl 2-(2-(2-methoxy-2-oxo-1-phenylethylidene)hydrazinyl)-2-phenylbutanoate → methyl 2-amino-2-phenylbutanoate (76142-47-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 80 ℃; for 15h; under 8274.59 Torr; Sealed tube;

DOI:10.1021/acs.orglett.5b01836

Reference yield:

Methyl phenyldiazoacetate (22979-35-7) → methyl 2-amino-2-phenylbutanoate (76142-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dirhodium tetraacetate / toluene / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 15 h / 80 °C / 8274.59 Torr / Sealed tube

With dirhodium tetraacetate; palladium 10% on activated carbon; hydrogen; In methanol; toluene;

DOI:10.1021/acs.orglett.5b01836

Reference yield:

2-(Benzhydrylidene-amino)-2-phenyl-butyric acid methyl ester (1028309-24-1) → methyl 2-amino-2-phenylbutanoate (76142-47-7)

Guidance literature:

With hydrogenchloride; at 0 ℃;

DOI:10.1021/jm00022a009

upstream raw materials:

2-(Benzhydrylidene-amino)-2-phenyl-butyric acid methyl ester

methyl N^α-(diphenylmethylene)-DL-phenylglycinate

Methyl phenyldiazoacetate

Downstream raw materials:

2-amino-2-phenylbutanoic acid

{Imino-[(S)-2-oxo-3-({(S)-1-[(R)-2-phenyl-2-(2,2,2-trifluoro-acetylamino)-butyryl]-azetidine-2-carbonyl}-amino)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester