| Identification | More | [Name]
N-FORMYL-L-LEUCINE | [CAS]
6113-61-7 | [Synonyms]
FOR-LEU-OH
FORMYL-L-LEUCINE
N-ALPHA-FORMYL-L-LEUCINE
N-FORMYL-L-LEUCINE
N-FORMYL-L-LEUCINE 99+%
N-Formyl-L-leucin
FORMYL-L-ALANINE
N-Formylleucine
N-Formyl-S-leucine
NSC 334321
(2S)-2-(Formylamino)-4-methylpentanoic acid
(S)-2-(Formylamino)-4-methylpentanoic acid | [EINECS(EC#)]
228-080-4 | [Molecular Formula]
C7H13NO3 | [MDL Number]
MFCD00055861 | [Molecular Weight]
159.18 | [MOL File]
6113-61-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
142 °C | [Boiling point ]
284.67°C (rough estimate) | [density ]
1.2013 (rough estimate) | [refractive index ]
-39.5 ° (C=1, H2O) | [storage temp. ]
−20°C
| [solubility ]
Ethanol (Sparingly), Methanol (Slightly) | [form ]
powder
| [pka]
3.51±0.21(Predicted) | [color ]
white
| [Water Solubility ]
29.45g/L(temperature not stated) | [Usage]
A synthetic substrate of the lipase inhibitor lipstatin | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C7H13NO3/c1-5(2)3-6(7(10)11)8-4-9/h4-6H,3H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1 | [InChIKey]
HFBHOAHFRNLZGN-LURJTMIESA-N | [SMILES]
C(O)(=O)[C@H](CC(C)C)NC=O | [CAS DataBase Reference]
6113-61-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
A synthetic substrate of the lipase inhibitor lipstatin | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure: L-leucine hydrochloride (1 eq.), formic acid (5 eq.), sodium bicarbonate (10 eq.) and glycerol ketone-oxide 1 (2 eq.) were dissolved in H2O (0.2-0.3 M), followed by the addition of EDCI (2 eq.). The reaction mixture was stirred for 3 h. Upon completion of the reaction, it was quenched with 1% HCl aqueous solution. The aqueous phase was extracted with EtOAc (or CHCl3, or CHCl3-MeOH (10/1). The organic extracts were combined and dried with Na2SO4, followed by vacuum evaporation of the solvent. Purification by silica gel chromatography (or Sephadex LH20) afforded N-formyl-DL-leucine (see Table 1 for yields). Similarly, the N-formylation reaction was carried out using oxide 1 in DMF-H2O (9/1). | [References]
[1] Tetrahedron Letters, 2013, vol. 54, # 16, p. 2077 - 2081 |
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