(S)-3-Amino-2-phenylpropanoic acid

Base Information

• Chemical Name: (S)-3-Amino-2-phenylpropanoic acid
• CAS No.: 1076-51-3
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID10453765
• Nikkaji Number: J995.551H
• Mol file: 1076-51-3.mol

Synonyms:(S)-3-Amino-2-phenylpropanoic acid;1076-51-3;(2S)-3-AMINO-2-PHENYLPROPANOIC ACID;(S)-3-amino-2-phenylpropanoicacid;(S)-3-amino-2-phenylpropionic acid;(S)-3-Amino-2-phenyl-propionic acid;SCHEMBL7319347;DTXSID10453765;LRCYAJZPDFSJPQ-MRVPVSSYSA-N;BAA07651;(S)-2-Phenyl-3-aminopropanoic acid;MFCD18782982;AKOS016844037;GS-0813;CS-0060482;F15276;A895406

Chemical Property of (S)-3-Amino-2-phenylpropanoic acid

Chemical Property:

• Melting Point: 223-226 °C
• Boiling Point: 306.2±30.0 °C(Predicted)
• PKA: 3.18±0.16(Predicted)
• PSA: 63.32000
• Density: 1.198±0.06 g/cm3(Predicted)
• LogP: 1.51380
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-3-Amino-2-phenyl-propionicacid >97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-3-Amino-2-phenylpropanoic acid

There total 17 articles about (S)-3-Amino-2-phenylpropanoic acid 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: 90.0%

C16H15NO3 → (S)-3-amino-2-phenylpropanoic acid (1076-51-3,1008-63-5)

Guidance literature:

With methanol; sodium hydroxide; at 0 - 80 ℃; for 8h;

Reference yield: 81.0%

(S)-benzyl 3-nitro-2-phenylpropanoate (1070237-98-7) → (S)-3-amino-2-phenylpropanoic acid (1076-51-3,1008-63-5)

Guidance literature:

With 10% Pd/C; hydrogen; In methanol; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ja8069852

Reference yield: 78.0%

(2S,5S)-1-benzoyl-2-isopropyl-5-phenylperhydropyrimidin-4-one (1260684-66-9) → (S)-3-amino-2-phenylpropanoic acid (1076-51-3,1008-63-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 98 ℃; for 6h; optical yield given as %ee; Microwave irradiation;

DOI:10.1002/ejoc.201000852

upstream raw materials:

2-phenylacrylic acid

(S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-propionic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

(S)-3-(Benzyl-benzyloxycarbonyl-amino)-2-phenyl-propionic acid

Methyl phenyldiazoacetate

Downstream raw materials:

(+)-2-phenyl-3-phthalimidopropionic acid

N-Boc-phenylpropanoic acid

(+)-3,3-ethylenedithio-2-phenyl-1-phthalimidobutane

(+)-1-diazo-3-phenyl-4-phthalimidobutan-2-one

Refernces

• 1、 Stefani, Helio A.,Amaral, Monica F. Z. J.,Reyes-Rangel, Gloria,Vargas-Caporali, Jorge,Juaristi, Eusebio. "Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4- ones by a Suzuki-Miyaura Cross-Coupling Reaction Using Aryltrifluoroborate Salts: Convenient Enantioselective Preparation of α-Substituted β-Amino Acids". experimental part. p. 6393 - 6403. Retrieved 2011/02/21.
• 2、 Beddow, James E.,Davies, Stephen G.,Ling, Kenneth B.,Roberts, Paul M.,Russell, Angela J.,Smith, Andrew D.,Thomson, James E.. "Asymmetric synthesis of β2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives". . p. 2812 - 2825. Retrieved 2008/03/12.