Fmoc-L-isoleucine
Fmoc-L-Ile-OH
CAS: 71989-23-6
Molecular Formula: C21H23NO4
Fmoc-L-isoleucine - Names and Identifiers
| Name | Fmoc-L-Ile-OH |
| Synonyms | Fmoc-lle-OH Fmoc-Ile-OH Fmoc-L-Ile-OH N-FMOC-ILE-OH Fmoc-L-isoleucine N-FMOC-L-ISOLEUCINE L-Isoleucine, FMOC protected N-FMOC-ILE-OH ( N-FMOC-L-ISOLEUCINE) Fmoc-(2S,3S)-2-amino-3-methylpentanoic acid N-[(9H-Fluoren-9-ylmethoxy)carbonyl]isoleucin N-[(9H-Fluoren-9-ylmethoxy)carbonyl]isoleucine N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucine isoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]- N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alloisoleucine 2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-3-methylpentanoic acid (2S,3R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylpentanoate |
| CAS | 71989-23-6 |
| EINECS | 276-255-9 |
| InChI | InChI=1/C21H23NO4/c1-3-13(2)19(20(23)24)22-21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,3,12H2,1-2H3,(H,22,25)(H,23,24)/t13-,19-/m1/s1 |
Fmoc-L-isoleucine - Physico-chemical Properties
| Molecular Formula | C21H23NO4 |
| Molar Mass | 353.41 |
| Density | 1.2107 (rough estimate) |
| Melting Point | 145-147°C(lit.) |
| Boling Point | 486.83°C (rough estimate) |
| Specific Rotation(α) | -12 º (c=1,DMF) |
| Flash Point | 292.4°C |
| Solubility | Soluble in methanol (very faint turbidity). |
| Vapor Presure | 2.28E-13mmHg at 25°C |
| Appearance | White fine crystal |
| Color | White |
| BRN | 4716717 |
| pKa | 3.92±0.22(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | -12 ° (C=1, DMF) |
| MDL | MFCD00037125 |
| Use | Used for biochemical reagents, peptide synthesis. |
Fmoc-L-isoleucine - 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 |
| Hazard Note | Irritant |
Fmoc-L-isoleucine - Reference Information
| Introduction | Fmoc-L-isoleucine is an Nα-9-fluorenylmethoxycarbonyl-amino acid. 9-fluorenylmethoxycarbonyl is an important amino protecting group in peptide synthesis. Because it is a base-sensitive protecting group and is stable to the conditions used to remove common protecting groups, it has a unique role in polypeptide synthesis. |
| Application | 9-fluorenylmethoxycarbonyl chloride and amino acids are important raw materials for the synthesis of Nα-9-fluorenylmethoxycarbonyl-amino acids, nα-9-fluorenylmethoxycarbonyl-amino acid is an important raw material for the synthesis of peptide drugs. |
| preparation | L-isoleucine 1.05g (0.008 mol) of solid was dissolved in 10% sodium carbonate solution, L-isoleucine solid was sufficiently dissolved by stirring. At 20~30 ℃, 9-fluorenylmethoxycarbonyl chloride (205g) dissolved in toluene (2~2.10) was added dropwise, 0.008 mol) solution, Dropwise adding 30~60 minutes, the end of the addition, at 20~30 C stirring 1~8 hours, add 30~200 ml of water dilution, with n-butyl acetate (80 ml) excess 9-fluorenylmethoxycarbonyl chloride was removed by extraction, the resulting aqueous phase was acidified with concentrated hydrochloric acid to PH = 0.5-3.5, then extracted with n-butyl acetate (80 ml), and the resulting oil phase was washed with water to remove hydrochloric acid, the oil phase was concentrated to remove the n-butyl acetate solvent, white crystals precipitated, filtered and dried to give the product Fmoc-L-isoleucine 2.48G, yield 87.9%, Melting Point: 145-146 °c. |
Last Update：2024-04-09 20:45:29
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