- Boc-D-Asparagine
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- $0.00 / 1kg
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2025-04-04
- CAS:75647-01-7
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1Ton
- Boc-D-Asparagine
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- $100.00 / 11KG
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2019-07-06
- CAS:75647-01-7
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: Customized
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| | Boc-D-Asparagine Basic information |
| | Boc-D-Asparagine Chemical Properties |
| Melting point | 165-169 °C | | alpha | 9 º (c=1, DMF) | | Boiling point | 374.39°C (rough estimate) | | density | 1.2896 (rough estimate) | | refractive index | 7.7 ° (C=1, DMF) | | storage temp. | Sealed in dry,2-8°C | | solubility | soluble in Dimethylformamide | | pka | 3.79±0.10(Predicted) | | form | Powder | | color | White | | BRN | 4843040 | | Major Application | peptide synthesis | | 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-/m1/s1 | | InChIKey | FYYSQDHBALBGHX-RXMQYKEDSA-N | | SMILES | CC(C)(C)OC(=O)N[C@H](CC(N)=O)C(O)=O | | CAS DataBase Reference | 75647-01-7(CAS DataBase Reference) |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 24/25-45 | | WGK Germany | 3 | | HS Code | 29241990 | | Storage Class | 11 - Combustible Solids |
| | Boc-D-Asparagine Usage And Synthesis |
| Chemical Properties | white fine crystalline powder | | Uses | Nα-Boc-D-asparagine is an N-Boc-protected form of D-Asparagine (A788990). D-Asparagine is an isomer of L-Asparagine (A790005) and is used by bacteria (such as Saccharomyces cerevisiae) as a sole nitrogen source for replication. L-Asparagine is also a competitive inhibitor of staphylococcal L-asparaginase and is used as a reagent to synthesize peptide antibiotics. | | Definition | ChEBI: Boc-D-asparagine is an asparagine derivative. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | General procedure for the synthesis of BOC-L-asparagine from D-asparagine monohydrate and di-tert-butyl dicarbonate: in Example 75, 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-methylene]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid [(S)-1-(2-methoxy-ethyl)-2,5-dioxo-pyrrolidin- 3-yl]-amide ester (75a, 2.0 g, 15 mmol) and Na2CO3 (1.6 g, 15 mmol) were dissolved in a solvent mixture of H2O/1,4-dioxane (30 mL/30 mL). To this solution, di-tert-butyl dicarbonate (Boc)2O (3.96 g, 18.2 mmol) was added dropwise at room temperature. The reaction mixture was stirred overnight and subsequently 1,4-dioxane was removed by evaporation. The remaining aqueous solution was adjusted to pH=2 with 37% HCl. The precipitate precipitated was filtered, washed with water and dried to afford the target product 75b (2.97 g, 84% yield) as a white solid. | | References | [1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 86
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 44
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 7, p. 2936 - 2947
[4] Journal of the American Chemical Society, 2014, vol. 136, # 26, p. 9244 - 9247 |
| | Boc-D-Asparagine Preparation Products And Raw materials |
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