| Identification | More | [Name]
(S)-N-Boc-3-aminobutyric acid | [CAS]
158851-30-0 | [Synonyms]
BOC-ALA-(C*CH2)OH
BOC-BETA-HOALA-OH
BOC-BETA-HOMOALA-OH
BOC-L-BETA-HOMOALANINE
BOC PROTECTED (S)-B-AMINOBUTYRIC ACID
N-BETA-T-BUTOXYCARBONYL-L-BETA-HOMOALANINE
RARECHEM DK TD C012
(S)-3-(BOC-AMINO)BUTYRIC ACID
(S)-BOC-B2-HOALA-OH
(S)-BOC-BETA2-HAL-OH
(S)-BOC-BETA2-HOMOALANINE
(S)-N-BOC-3-AMINOBUTYRIC ACID
(S)-N-(TERT-BUTOXYCARBONYL)-3-AMINOBUTYRIC ACID
Boc-β-homoalanine
Boc-β-Homoala-OH
Boc-L-Homoalanine
Boc-BETA-HOMOALANINE
Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, (3S)-(9CI)
Boc-L-b-homoalanine
Boc-L-β-Homo-Ala-OH | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C9H17NO4 | [MDL Number]
MFCD00270345 | [Molecular Weight]
203.24 | [MOL File]
158851-30-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
99 °C | [Boiling point ]
339.5±25.0 °C(Predicted) | [density ]
1.101±0.06 g/cm3(Predicted) | [storage temp. ]
Store at?0-5°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
4.43±0.10(Predicted) | [color ]
White to light yellow | [Optical Rotation]
Consistent with structure | [Water Solubility ]
Slightly soluble in water. | [BRN ]
6800577 | [InChI]
InChI=1S/C9H17NO4/c1-6(5-7(11)12)10-8(13)14-9(2,3)4/h6H,5H2,1-4H3,(H,10,13)(H,11,12)/t6-/m0/s1 | [InChIKey]
PYNDHEONPQYIAN-LURJTMIESA-N | [SMILES]
C(O)(=O)C[C@@H](NC(OC(C)(C)C)=O)C | [CAS DataBase Reference]
158851-30-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white powder | [Uses]
(S)-3-(Boc-amino)butyric acid is used for the syntheses of aza-analogues of macrosphelides, synthesis of hybrid peptides with 12/10-helix, and in the synthesis of potentially pharmaceutically active products for the treatment of auto-immune and inflammatory diseases. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
Under argon protection, sodium dihydrogen phosphate (7.0 g) and 34.5% aqueous hydrogen peroxide solution (20 mL) were sequentially added to a solution of tert-butyl (S)-(4-oxobutan-2-yl)carbamate (7.3 g, 39.0 mmol) in acetonitrile (50 mL), and the reaction mixture was stirred at 0 °C for 10 min. Subsequently, a solution of sodium chlorite (6.0 g) in water (20 mL) was added dropwise to the reaction system and stirring was continued at 0 °C for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution and the aqueous phase was washed with dichloromethane. The aqueous layer was acidified with 10% hydrochloric acid and extracted with dichloromethane, the organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was identified by 1H-NMR as carboxylic acid (8) (6.0 g, 29.6 mmol, 76% yield), which could be used in the next reaction without further purification. | [References]
[1] Tetrahedron, 2011, vol. 67, # 40, p. 7681 - 7685 |
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