| Identification | More | [Name]
Boc-beta-alanine | [CAS]
3303-84-2 | [Synonyms]
3-TERT-BUTOXYCARBONYLAMINOPROPIONIC ACID
BOC-B-ALA-OH
BOC-BETA-ALA
BOC-BETA-ALANINE
BOC-BETA-ALA-OH
BOC-GLY(C*CH2)-OH
BOC-NH-(CH2)2-COOH
N-ALPHA-TERT-BUTYLOXYCARBONYL-BETA-ALANINE
N-BETA-T-BOC-BETA-ALANINE
N-BETA-T-BUTOXYCARBONYL-BETA-ALANINE
N-BETA-T-BUTOXYCARBONYL-BETA-AMINOPROPIONIC ACID
N-BOC-BETA-ALANINE
N-T-BOC-BETA-ALANINE
N-T-BUTOXYCARBONYL-BETA-ALANINE
N-TERT-BOC-BETA-ALANINE
N-TERT-BUTOXYCARBONYL-BETA-ALANINE
RARECHEM EM WB 0003
T-BUTYLOXYCARBONYL-BETA-ALANINE
Boc-ß
-Ala-OH
Butoxycarbonylalanine | [EINECS(EC#)]
221-979-2 | [Molecular Formula]
C8H15NO4 | [MDL Number]
MFCD00037291 | [Molecular Weight]
189.21 | [MOL File]
3303-84-2.mol |
| Questions And Answer | Back Directory | [Synthesis]
3-Aminopropionic acid (1.0 g, 11 mmol) was dissolved in tetrahydrofuran (10 mL) and 10% sodium hydroxide aqueous solution (11 mL). The solution was cooled to 5 °C, and di-tert-butyl dicarbonate (2.9 mL, 12 mmol) was added dropwise. The mixture was stirred at room temperature for 12 hours. Water (40 mL) was added, and the mixture was extracted with ethyl acetate (20 mL × 2). The aqueous phase was adjusted to pH 2 with 4 mol/L hydrochloric acid and then extracted with ethyl acetate (30 mL × 3). The extract was dried over anhydrous sodium sulfate. The mixture was filtered and concentrated under reduced pressure to give the title compound, Boc-beta-alanine, as a white solid (1.7 g, 80% yield). |
| Chemical Properties | Back Directory | [Melting point ]
76-78 °C
| [Boiling point ]
333.9±25.0 °C(Predicted) | [density ]
1.129±0.06 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder | [pka]
4.46±0.10(Predicted) | [color ]
White to off-white | [BRN ]
1909986 | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C8H15NO4/c1-8(2,3)13-7(12)9-5-4-6(10)11/h4-5H2,1-3H3,(H,9,12)(H,10,11) | [InChIKey]
WCFJUSRQHZPVKY-UHFFFAOYSA-N | [SMILES]
C(=O)(NCCC(=O)O)OC(C)(C)C | [CAS DataBase Reference]
3303-84-2(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
Boc-beta-Ala-OH is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The compound can be used as a PROTAC linker in the synthesis of PROTACs. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine. | [Chemical Properties]
White solid | [Uses]
Boc-?β-?Ala-?OH is a reagent used in the synthesis of quinazolines as platelet aggregation inhibitors and ligands of integrin. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis |
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