- Boc-L-Asn-OH
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- $0.00/ kg
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2025-09-15
- CAS:7536-55-2
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- BOC-L-Asparagine
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- $15.00 / 1kg
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2025-09-09
- CAS:7536-55-2
- Min. Order: 1kg
- Purity: NLT98%
- Supply Ability: 5 ton per month
- Boc-L-Asn-OH
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- $50.00 / 1kg
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2025-05-23
- CAS:7536-55-2
- Min. Order: 1kg
- Purity: 99
- Supply Ability: 5000
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| | BOC-L-Asparagine Basic information |
| | BOC-L-Asparagine Chemical Properties |
| Melting point | 175 °C (dec.)(lit.) | | Boiling point | 374.39°C (rough estimate) | | density | 1.2896 (rough estimate) | | refractive index | -7 ° (C=1, DMF) | | Fp | 245°C | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | almost transparency in N,N-DMF | | form | Powder or Crystalline Powder | | pka | 3.79±0.10(Predicted) | | color | White | | Optical Rotation | [α]20/D 7.8±0.5°, c = 2% in DMF | | BRN | 1977963 | | InChI | InChI=1S/C9H16N2O5/c1-9(2,3)16-8(15)11-5(7(13)14)4-6(10)12/h5H,4H2,1-3H3,(H2,10,12)(H,11,15)(H,13,14)/t5-/m0/s1 | | InChIKey | FYYSQDHBALBGHX-YFKPBYRVSA-N | | SMILES | C(O)(=O)[C@H](CC(N)=O)NC(OC(C)(C)C)=O | | CAS DataBase Reference | 7536-55-2(CAS DataBase Reference) | | EPA Substance Registry System | L-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]- (7536-55-2) |
| | BOC-L-Asparagine Usage And Synthesis |
| Chemical Properties | WHITE AMORPHOUS POWDER | | Uses | Nα-Boc-L-asparagine is an N-Boc-protected form of L-Asparagine (A790005). L-Asparagine was first isolated by Robiquet and Vauquelin from asparagus juice (a high source of L-asparagine). L-Asparagine is often incorporated into proteins, and is a basis for some cancer therapies as certain cancerous cells require L-asparagine for growth. | | Definition | ChEBI: The Nalpha-t-butoxycarbonyl derivative of L-asparagine | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | L-asparagine (15 g, 0.113 mol, 1.0 eq.) and sodium carbonate (12 g, 0.113 mol, 1.0 eq.) were dissolved in a solvent mixture of water (225 mL) and 1,4-dioxane (225 mL) at room temperature. To this solution was slowly added di-tert-butyl dicarbonate (30 g, 0.137 mol, 1.2 eq.) and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, 1,4-dioxane was removed by distillation under reduced pressure. Subsequently, the pH of the solution was adjusted to 2 with 37% hydrochloric acid, at which point a white solid precipitated. The solid product was collected by filtration, washed with water and dried under appropriate conditions. Finally, 24 g of BOC-L-asparagine was obtained in 91% yield. The product characterization data were as follows: melting point 175°C-180°C (literature value 175°C); 1H NMR (DMSO-D6) δ 12.5 (1H, br); 7.31 (1H, br); 6.91 (1H, br); 6.87 (1H, d, J=8.4 Hz); 4.23 (1H, q, J=7.7 Hz); 2.56- 2.36 (2H, m); 1.38 (9H, s). | | References | [1] Patent: WO2005/21558, 2005, A2. Location in patent: Page/Page column 214
[2] Patent: US2006/189806, 2006, A1. Location in patent: Page/Page column 38
[3] Bioorganic and Medicinal Chemistry, 1998, vol. 6, # 8, p. 1185 - 1208
[4] Angewandte Chemie - International Edition, 2007, vol. 46, # 14, p. 2470 - 2477
[5] Organic Syntheses, 1985, vol. 63, p. 160 - 160 |
| | BOC-L-Asparagine Preparation Products And Raw materials |
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