FMOC-b-Ala-OH CAS 35737-10-1
FMOC-b-Ala-OH Basic information
| Product Name: | FMOC-b-Ala-OH |
| Synonyms: | 3-Fmoc-aminopropanoic acid;Fmoc-β-alanine≥ 99% (HPLC);FMOC--ALA-OH Novabiochem;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-β-alanine;FMOC-GLY(C*CH2)-OH;FMOC-L-BETA-ALA-OH;FMOC-NH-(CH2)2-COOH;FMOC-BETA-ALANINE |
| CAS: | 35737-10-1 |
| MF: | C18H17NO4 |
| MW: | 311.34 |
| EINECS: | |
| Product Categories: | Amino Acids;β-Alanine [β-Ala];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series |
| Mol File: | 35737-10-1.mol |
FMOC-b-Ala-OH Chemical Properties
| Melting point | 142-147 °C |
| Boiling point | 451.38°C (rough estimate) |
| density | 1.2626 (rough estimate) |
| refractive index | 1.5100 (estimate) |
| storage temp. | 2-8°C |
| solubility | Soluble in water or 1% acetic acid |
| pka | 4.41±0.10(Predicted) |
| form | powder to crystal |
| color | White to Almost white |
| Water Solubility | Soluble in water and 1% acetic acid. |
| BRN | 2302327 |
| Major Application | peptide synthesis |
| InChI | 1S/C18H17NO4/c20-17(21)9-10-19-18(22)23-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2,(H,19,22)(H,20,21) |
| InChIKey | LINBWYYLPWJQHE-UHFFFAOYSA-N |
| SMILES | OC(=O)CCNC(=O)OCC1c2ccccc2-c3ccccc13 |
| CAS DataBase Reference | 35737-10-1(CAS DataBase Reference) |
Safety Information
| Safety Statements | 22-24/25 |
| WGK Germany | 3 |
| HS Code | 2924 29 70 |
| HazardClass | IRRITANT |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | white to light yellow crystal powde |
| Uses | It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. |
| reaction suitability | reaction type: Fmoc solid-phase peptide synthesis |
| Synthesis | 28920-43-6 107-95-9 35737-10-1 Under stirring conditions, β-alanine (β-Ala, 0.5 g, 6.61 mmol) was dissolved in 10% aqueous Na2CO3 solution (12 ml) in a 50 ml flask. The flask was cooled in an ice bath followed by slow dropwise addition of Fmoc-Cl (1.45 g, 5.61 mmol) in dioxane (10 ml) solution. The reaction mixture was stirred continuously for 4 hours at room temperature. After completion of the reaction, the aqueous phase layer was separated by adding water (80 ml) for dilution and washed three times (75 ml each) with ether. The aqueous phase layer was acidified to pH=2 with 2N HCl aqueous solution and subsequently extracted with ethyl acetate three times (75 ml each). The organic phase layers were combined and concentrated to give 1.50 g of crude product. The crude product was recrystallized by a solvent mixture of ethyl acetate and hexane (1:2, 30 ml, v/v) and filtered under reduced pressure to obtain a white solid, Fmoc-β-Ala. yield: 1.41 g (81%). NMR (CDCl3) δ 2.6 (t, 2H, NHCH2CH2COOH), 3.47 (d, 2H, J = 7.0 Hz, NHCH2CH2COOH), 4.19 (t, 1H, J = 6.0 Hz, Fmoc-CH), 4.39 (d, 2H, J = 7.0 Hz, Fmoc-CH2), 7.29 (t, 2H , J = 7.3 Hz, Ar-H), 7.38 (t, 2H, J = 7.3 Hz, Ar-H), 7.56 (d, 2H, J = 7.0 Hz, Ar-H), 7.74 (d, 2H, J = 7.5 Hz, Ar-H). |
| References | [1] Tetrahedron, 1991, vol. 47, # 14-15, p. 2389 - 2400 [2] Patent: US2009/131681, 2009, A1. Location in patent: Page/Page column 3 [3] Journal of Organic Chemistry, 1972, vol. 37, # 22, p. 3404 - 3409 [4] Bioorganic Chemistry, 1996, vol. 24, # 1, p. 50 - 58 [5] Russian Journal of General Chemistry, 2010, vol. 80, # 12, p. 2572 - 2589 |
FMOC-b-Ala-OH Preparation Products And Raw materials
| Raw materials | Fmoc-Gly-OH-->9-Fluorenylmethyl chloroformate-->β-Alanine-->Hydrochloric acid-->1,4-Dioxane-->Water-->Sodium carbonate |
| Preparation Products | Carbamic acid, N-(3-chloro-3-oxopropyl)-, 9H-fluoren-9-ylmethyl ester-->FMOC-BETA-ALA-OPFP |
