(R)-N-Boc-1-Naphthylalanine CAS 76932-48-4

Introduction：Basic information about (R)-N-Boc-1-Naphthylalanine CAS 76932-48-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(R)-N-Boc-1-Naphthylalanine Basic information

• Product Name: (R)-N-Boc-1-Naphthylalanine
• Synonyms: N-ALPHA-(TERT-BUTYLOXYCARBONYL)-3-(1-NAPHTHYL)-D-ALANINE;N-ALPHA-T-BOC-BETA-(1-NAPHTHYL)-D-ALANINE;N-ALPHA-T-BUTOXYCARBONYL-3-(1-NAPHTHYL)-D-ALANINE;BOC-(R)-2-AMINO-3-(NAPHTHALEN-1-YL)PROPANOIC ACID;BOC-3-(1-NAPHTHYL)-D-ALA;BOC-3-(1-NAPHTHYL)-D-ALANINE;BOC-BETA-(1-NAPHTHYL)-D-ALANINE;BOC-D-ALA(1-NAPH)-OH
• CAS: 76932-48-4
• MF: C18H21NO4
• MW: 315.36
• Product Categories: Alanine [Ala, A];Unusual Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Amino Acids;a-amino;Boc-Amino acid series
• Mol File: 76932-48-4.mol

(R)-N-Boc-1-Naphthylalanine Chemical Properties

• Melting point: 145-148 °C(lit.)
• alpha: 53 º (c=2.5 in MeOH)
• Boiling point: 454.92°C (rough estimate)
• density: 1.2164 (rough estimate)
• refractive index: 1.5740 (estimate)
• storage temp.: Sealed in dry,2-8°C
• solubility: DMF: 25 mg/ml DMSO: 10 mg/ml Ethanol: 25 mg/ml
• pka: 3.88±0.30(Predicted)
• form: Solid
• color: White to off-white
• Optical Rotation: [α]22/D +53°, c = 2.5 in methanol
• BRN: 6180114
• Major Application: peptide synthesis
• InChI: 1S/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-13-9-6-8-12-7-4-5-10-14(12)13/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/t15-/m1/s1
• InChIKey: KHHIGWRTNILXLL-OAHLLOKOSA-N
• SMILES: CC(C)(C)OC(=O)N[C@H](Cc1cccc2ccccc12)C(O)=O
• CAS DataBase Reference: 76932-48-4(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• HS Code: 29242990
• Storage Class: 13 - Non Combustible Solids

(R)-N-Boc-1-Naphthylalanine Usage And Synthesis

Chemical Properties

off-white to yellowish crystalline powder

Uses

Boc-D-1-Nal-OH is an antiviral.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

References

[1] OLGA V. GOZHINA  Tore L  John Sigurd Svendsen. Synthesis and antimicrobial activity of α-aminoboronic-containing peptidomimetics[J]. Journal of Peptide Science, 2013, 20 1: 20-24. DOI: 10.1002/psc.2583
[2] SKYE R. DOERING. Discovery of Nanomolar Melanocortin-3 Receptor (MC3R)-Selective Small Molecule Pyrrolidine Bis-Cyclic Guanidine Agonist Compounds Via a High-Throughput “Unbiased” Screening Campaign[J]. Journal of Medicinal Chemistry, 2021, 64 9: 5577-5592. DOI: 10.1021/acs.jmedchem.0c02041