(2S,3S)-2-ammonio-3-phenylbutanoate

Base Information

• Chemical Name: (2S,3S)-2-ammonio-3-phenylbutanoate
• CAS No.: 25488-25-9
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.219
• DSSTox Substance ID: DTXSID301347139
• Mol file: 25488-25-9.mol

Synonyms:(2S,3S)-2-ammonio-3-phenylbutanoate;(2S,3S)-2-azaniumyl-3-phenylbutanoate;25488-25-9;CHEBI:76864;DTXSID301347139;(2S,3S)-3-methyl-L-phenylalanine;(2S,3S)-2-amino-3-phenylbutanoate;(2S,3S)-beta-methyl-L-phenylalanine;AKOS015890324;(3S)-3-methyl-L-phenylalanine zwitterion;(2S,3S)-beta-methylphenylalanine zwitterion;(betaS)-beta-methyl-L-phenylalanine zwitterion

Chemical Property of (2S,3S)-2-ammonio-3-phenylbutanoate

Chemical Property:

• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

(2S,3S)-2-Amino-3-phenyl-butyricacid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)C(C(=O)[O-])[NH3+]
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)[C@@H](C(=O)[O-])[NH3+]

Technology Process of (2S,3S)-2-ammonio-3-phenylbutanoate

There total 58 articles about (2S,3S)-2-ammonio-3-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: 96.0%

methyl (2S,3S)-2-(N-acetylamino)-3-phenylbutanoate → (2S,3S)-methylphenylalanine (25488-25-9,134235-83-9)

Guidance literature:

With hydrogenchloride; In water; for 5h; Heating;

DOI:10.1246/bcsj.73.2571

Reference yield: 91.0%

methyl (2S,3S)-2-benzamide-3-phenylbutanoate (675608-52-3) → (2S,3S)-methylphenylalanine (25488-25-9,134235-83-9)

Guidance literature:

methyl (2S,3S)-2-benzamide-3-phenylbutanoate; With hydrogenchloride; acetic acid; at 125 ℃; for 24h;

With methyloxirane; In ethanol; Further stages.; Heating;

DOI:10.1016/j.tet.2003.11.044

Reference yield: 86.0%

(2S,3S)-2-Amino-3-phenyl-butyric acid tert-butyl ester (190434-91-4) → (2S,3S)-methylphenylalanine (25488-25-9,134235-83-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo9702610

upstream raw materials:

AK-toxin I

(2S,5S,1'S)-2-t-butyl-1-t-butyloxycarbonyl-3-methyl-5-(1-methyl-benzyl)-4-imidazolidinone

(2S,3S)-2-azido-3-phenylbutanoic acid

(2R)-azido-(3S)-phenylbutanoic acid

Downstream raw materials:

(βS)-N-(tert-butoxycarbonyl)-β-methyl-L-phenylalanine

(S)-2-phenyl-propionaldehyde

(S,S)-erythro-β-methyl-p-nitro-L-phenylalanine

N-(9-fluorenylmethoxycarbonyl)-(2S,3S)-erythro-L-β-methylphenylalanine