(S)-2-amino-3-(naphthalen-1-yl)propanoic acid

Base Information

• Chemical Name: (S)-2-amino-3-(naphthalen-1-yl)propanoic acid
• CAS No.: 55516-54-6
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 29224999
• European Community (EC) Number: 696-155-2
• UNII: 9G930UL92R
• Nikkaji Number: J353.120A
• Wikidata: Q27096588
• Metabolomics Workbench ID: 150545
• Mol file: 55516-54-6.mol

Synonyms:55516-54-6;L-1-Naphthylalanine;3-(1-Naphthyl)-L-alanine;H-1-Nal-OH;(S)-2-amino-3-(naphthalen-1-yl)propanoic acid;NAPHTHALEN-2-YL-3-ALANINE;1-naphthyl-l-alanine;(2S)-2-amino-3-naphthalen-1-ylpropanoic acid;3-(1-Naphthyl)-L-Ala;L-beta-(1-Naphthyl)alanine;9G930UL92R;UNII-9G930UL92R;(2S)-2-amino-3-(naphthalen-1-yl)propanoic acid;1-Naphthalenepropanoic acid, alpha-amino-, (alphaS)-;(2S)-2-Amino-3-(1-naphthyl)propanoic acid;C13H13NO2ClH;C13-H13-N-O2-Cl-H;H-Ala(1-Naph)-OH;H-L-1Nal-OH;3-(1-naphthyl) alanine;3-Naphth-1-yl-D-alanine;SCHEMBL93515;OFYAYGJCPXRNBL-LBPRGKRZSA-N;MFCD00066086;AKOS010368218;AC-5876;AM83696;CS-W008353;DB07365;HY-W008353;L-.BETA.-(1-NAPHTHYL)ALANINE;DS-14638;EN300-194973;Q27096588;Z995228046;1-NAPHTHALENEPROPANOIC ACID, .ALPHA.-AMINO-, (.ALPHA.S)-

Chemical Property of (S)-2-amino-3-(naphthalen-1-yl)propanoic acid

Chemical Property:

• Appearance/Colour: white to very slightly beige powder
• Vapor Pressure: 1.14E-08mmHg at 25°C
• Melting Point: 254-257 °C
• Refractive Index: 1.678
• Boiling Point: 412.3 °C at 760 mmHg
• PKA: 2.21±0.30(Predicted)
• Flash Point: 203.2 °C
• PSA: 63.32000
• Density: 1.254 g/cm³
• LogP: 2.49450
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

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

(2S)-2-Amino-3-(naphth-1-yl)propanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC(C(=O)O)N
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC=C2C[C@@H](C(=O)O)N
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of (S)-2-amino-3-(naphthalen-1-yl)propanoic acid

There total 11 articles about (S)-2-amino-3-(naphthalen-1-yl)propanoic 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: 87.6%

2-benzoylamino-3-naphthalen-1-yl-propionic acid (59759-78-3) → L-1-naphthylalanine (55516-54-6,68798-79-8,7758-42-1)

Guidance literature:

With sodium hydroxide; phosphate buffer; at 37 ℃; for 25h; acylase from Streptoverticillium rimofaciens;

DOI:10.1248/cpb.40.364

Reference yield: 53.0%

(S)-2-Acetylamino-3-naphthalen-1-yl-propionic acid (51684-92-5,5440-48-2) → L-1-naphthylalanine (55516-54-6,68798-79-8,7758-42-1)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1016/0223-5234(91)90056-S

Reference yield:

2-amino-3-(1-naphthyl)propanoic acid (28095-56-9,68798-79-8,7758-42-1) → L-1-naphthylalanine (55516-54-6,68798-79-8,7758-42-1) + 3-(1-naphthyl)-D-alanine (78306-92-0,68798-79-8,7758-42-1)

Guidance literature:

With chiral stationary phase including isopropyl-functionalized CF₆; In methanol; acetic acid; triethylamine; acetonitrile; at 0 ℃; Purification / work up;

upstream raw materials:

2-benzoylamino-3-naphthalen-1-yl-propionic acid

(S)-2-Acetylamino-3-naphthalen-1-yl-propionic acid

glycine

1-Chloromethylnaphthalene

Downstream raw materials:

(S)-2-tert-butoxycarbonylamino-3-naphthalen-1-yl-propionic acid

N^α-Fmoc-3-(1'-naphthyl)alanine

2S-2-benzyloxycarbonylamino-2-(naphth-1-yl)methyl-acetic acid

(S)-1-naphthylalanine methyl ester