FMOC-L-LEUCINE
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine
CAS: 35661-60-0
Molecular Formula: C21H23NO4
FMOC-L-LEUCINE - Names and Identifiers
| Name | N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine |
| Synonyms | F-L-LEU FMOC-L-LEU FMOC-LEU-OH FMOC-Leu-OH FMOC-L-LEU-OH Fmoc-L-Leucine FMOC-L-LEUCINE L-Leucine-1-13C-N-FMOC Fmoc-N-(isobutyl)-glycine N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-methylpentanoate (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-methylpentanoate |
| CAS | 35661-60-0 |
| EINECS | 252-662-7 |
| InChI | InChI=1/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/p-1/t19-/m1/s1 |
| InChIKey | CBPJQFCAFFNICX-IBGZPJMESA-N |
FMOC-L-LEUCINE - Physico-chemical Properties
| Molecular Formula | C21H23NO4 |
| Molar Mass | 353.41 |
| Density | 1.2107 (rough estimate) |
| Melting Point | 152-156°C(lit.) |
| Boling Point | 486.83°C (rough estimate) |
| Specific Rotation(α) | -26 º (c=1,DMF 24 ºC) |
| Flash Point | 292.4°C |
| Solubility | DMF (Slightly), DMSO (Slightly) |
| Vapor Presure | 2.28E-13mmHg at 25°C |
| Appearance | Solid |
| Color | White to Off-White |
| BRN | 2178254 |
| pKa | 3.91±0.21(Predicted) |
| Storage Condition | Store below +30°C. |
| Stability | Hygroscopic |
| Refractive Index | -25 ° (C=1, DMF) |
| MDL | MFCD00037133 |
| Use | ligand of PPARγ, induces insulin sensitivity, but not adipocyte differentiation |
FMOC-L-LEUCINE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 2924 29 70 |
FMOC-L-LEUCINE - Reference Information
| Application | Fmoc-L-leucine, also known as Nα-9-fluorenomethoxycarbonyl-L-leucine, is an amino acid derivative that can be prepared by the reaction of L-leucine and 9-fluorenomethoxycarbonyl chloride. There are reports that it can be used to prepare 9-fluorene methoxycarbonyl chloride. |
| preparation | 1.05g (0.008 mol) L-leucine solid is dissolved in 10% sodium carbonate solution, stirred to fully dissolve glycine solid, and 9-fluorene methoxycarbonyl chloride (2.10g, 0.008 mol) solution dissolved in toluene (2~205 ml) is added dropwise at 20~30 ℃, drop addition for 30-60 minutes, end the dropwise addition, stir at 20-30 ℃ for 1-8 hours, add 30-200 ml of water to dilute, and extract with n-butyl acetate (80 ml) to remove excess 9-fluorene methoxycarbonyl chloride, The obtained aqueous phase is acidified with concentrated hydrochloric acid to PH = 0.5-3.5, and then extracted with n-butyl acetate (80 ml), and the obtained oil phase is washed with water to remove hydrochloric acid, the oil phase was concentrated to remove n-butyl acetate solvent, white crystals were precipitated, filtered and dried to obtain 2.46g of Nα-9-fluorene methoxycarbonyl-L-leucine, with an yield of 87.0% and a melting point of 151-152 ℃. |
Last Update：2024-04-09 21:01:54
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