- Boc-Ile-OH
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-
2026-08-21
- CAS:13139-16-7
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T
- BOC-L-Isoleucine
-
-
2026-08-21
- CAS:13139-16-7
- Min. Order: 1kg
- Purity: 98%min
- Supply Ability: 1000kg
- Boc-Ile-OH
-
- $34.00
-
2026-04-20
- CAS:13139-16-7
- Purity:
- Supply Ability: 10g
|
| | BOC-L-Isoleucine Basic information |
| | BOC-L-Isoleucine Chemical Properties |
| Melting point | 66-69 °C(lit.) | | alpha | 2 º (c=2,CH3COOH) | | Boiling point | 373.37°C (rough estimate) | | density | 1.1202 (rough estimate) | | refractive index | 2.7 ° (C=2, AcOH) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Acetic Acid, DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 4.03±0.22(Predicted) | | color | White to Off-White | | Optical Rotation | [α]20/D +2.7°, c = 2 in acetic acid | | Water Solubility | Soluble in methanol. Insoluble in water. | | BRN | 1711700 | | Major Application | peptide synthesis | | InChI | 1S/C11H21NO4/c1-6-7(2)8(9(13)14)12-10(15)16-11(3,4)5/h7-8H,6H2,1-5H3,(H,12,15)(H,13,14)/t7-,8-/m0/s1 | | InChIKey | QJCNLJWUIOIMMF-YUMQZZPRSA-N | | SMILES | CC[C@H](C)[C@H](NC(=O)OC(C)(C)C)C(O)=O | | CAS DataBase Reference | 13139-16-7(CAS DataBase Reference) | | EPA Substance Registry System | L-Isoleucine, N-[(1,1-dimethylethoxy)carbonyl]- (13139-16-7) |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 24/25-36-26 | | WGK Germany | 3 | | TSCA | TSCA listed | | HS Code | 29241990 | | Storage Class | 11 - Combustible Solids |
| | BOC-L-Isoleucine Usage And Synthesis |
| Chemical Properties | white fine crystalline powder | | Uses | N-Boc-L-isoleucine is used to prepare BOC-L-isoleucine hydroxysuccinimide ester by using 1-hydroxybenzotriazole and 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis
reaction type: C-H Activation
reagent type: ligand
reaction type: Peptide Synthesis | | Synthesis | GENERAL STEPS: L-isoleucine (1.31 g, 10 mmol, 1.0 equiv) was dissolved in 20.5 mL of 1 M NaOH solution and cooled in an ice bath. Di-tert-butyl dicarbonate (Boc2O, 2.62 g, 12 mmol, 1.2 equiv) dissolved in 7 mL of dioxane was added slowly. The reaction mixture was stirred at ambient temperature for 24 hours. Subsequently, the pH of the reaction solution was adjusted to 10 with 1 M NaOH and ether was added for phase separation. The aqueous phase was acidified to pH 2 with 1 M HCl and extracted with ethyl acetate (EtOAc). The combined organic phases were washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give BOC-L-isoleucine as a colorless oil (2.20 g, 95% yield).
IR (cm-1): 3292 (w), 2967 (m), 2934 (w), 2880 (w), 1713 (s), 1661 (m), 1504 (m), 1465 (w), 1394 (m), 1368 (s), 1242 (m), 1159 (s), 1121 (m), 1046 (m), 1019 (w), 857 (w), 778 857 (w), 778 (w), 657 (w).
1H NMR (500 MHz, CDCl3) δ: 0.94 (t, J = 7.3 Hz, 3H, H-6), 0.98 (d, J = 7 Hz, 3H, H-4), 1.15-1.29 (m, 1H, H-5a), 1.46 (s, 9H, H-9/10/11), 1.46-1.54 (m, partially overlapped, 1H, H-5b), 1.83-1.99 (m, 1H, H-3), 4.30 (dd, J = 8.9, 4.6 Hz, 1H, H-2), 5.02 (d, J = 8.9 Hz, 1H, NH).
13C NMR (125 MHz, CDCl3) δ: 11.8 (C-6), 15.7 (C-4), 25.0 (C-5), 28.5 (C-9/10/11), 37.9 (C-3), 58.0 (C-2), 80.2 (C-8), 155.9 (C-7), 177.2 (C-1).
HRMS (ESI) m/z: [M-H]- calcd for C11H20NO4 230.13868, found 230.13926.
[α]20D +3.6 (c 2.00, CH3OH) (Lit [3]: [α]25D +3.8 (c 1.01, CH3OH)). | | References | [1] Tetrahedron Letters, 2005, vol. 46, # 38, p. 6537 - 6540
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 17, p. 6340 - 6350
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 14, p. 3573 - 3586
[4] Tetrahedron, 1992, vol. 48, # 37, p. 8007 - 8022
[5] Tetrahedron, 2006, vol. 62, # 31, p. 7274 - 7283 |
| | BOC-L-Isoleucine Preparation Products And Raw materials |
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