- (S)-TERT-LEUCINOL
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- $0.00 / 25kg
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2025-12-01
- CAS:112245-13-3
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1000kg
- (S)-tert-Leucinol
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- $1.00 / 1kg
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2019-07-06
- CAS:112245-13-3
- Min. Order: 1kg
- Purity: 95%-99%
- Supply Ability: as request
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| | (S)-TERT-LEUCINOL Basic information |
| | (S)-TERT-LEUCINOL Chemical Properties |
| Melting point | 30-34 °C(lit.) | | Boiling point | 114-116 °C (10 mmHg) | | density | 0.9 g/mL at 25 °C(lit.) | | refractive index | 38 ° (C=1.5, EtOH) | | Fp | 194 °F | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | soluble in Methanol | | pka | 12.88±0.10(Predicted) | | form | Crystalline Low Melting Mass or Liquid | | color | White or colorless | | Optical Rotation | [α]26/D +37°, c = 1.5 in ethanol | | BRN | 3600321 | | InChI | InChI=1S/C6H15NO/c1-6(2,3)5(7)4-8/h5,8H,4,7H2,1-3H3/t5-/m1/s1 | | InChIKey | JBULSURVMXPBNA-RXMQYKEDSA-N | | SMILES | C(O)[C@@H](N)C(C)(C)C | | CAS DataBase Reference | 112245-13-3(CAS DataBase Reference) |
| | (S)-TERT-LEUCINOL Usage And Synthesis |
| Chemical Properties | white crystalline low melting mass or | | Uses | Useful amino acid employed in various asymmetric reactions. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | GENERAL STEPS: Example 8-1; To a 100 mL Schlenk tube purged with nitrogen was added 4.00 g (30.5 mmol) of (S)-tert-leucine and 40 mL of tetrahydrofuran, and the temperature of the reaction system was adjusted to 10°C. Over 5 min, 1.46 g (61.0 mmol) of lithium borohydride was added to the suspension in batches, followed by adjusting the temperature of the system to 20 °C. Over 30 minutes, 7.44 g (67.1 mmol) of trimethylmethylsilyl chloride was added slowly and dropwise, then the mixture was heated to 65 °C and stirred continuously at this temperature for 3 hours. Upon completion of the reaction, the mixture was cooled to 10 °C and quenched by the slow dropwise addition of 4 mL of methanol over 20 min. After concentrating the reaction mixture using a rotary evaporator, 40 mL of 4 M aqueous sodium hydroxide solution was added and stirred for 1 hour at room temperature. Subsequently, 40 mL of tert-butyl methyl ether was added for extraction and the organic layer was separated and dried with anhydrous sodium sulfate. After filtration to remove the desiccant, the tert-butyl methyl ether was removed by atmospheric pressure distillation. Finally, the 70 to 75 °C fraction was collected by reduced pressure distillation (0.3 kPa) to give 2.96 g of (S)-tert-leucinol in 83% yield. | | References | [1] Journal of the American Chemical Society, 2003, vol. 125, # 21, p. 6362 - 6363
[2] Chemical Communications, 2010, vol. 46, # 3, p. 445 - 447
[3] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 1637 - 1642
[4] Journal of Organic Chemistry, 1992, vol. 57, # 17, p. 4732 - 4740
[5] Organic Letters, 2018, vol. 20, # 16, p. 4806 - 4810 |
| | (S)-TERT-LEUCINOL Preparation Products And Raw materials |
| Raw materials | L-tert-Leucine-->Lithium borohydride-->Methanol-->Tetrahydrofuran-->Chlorotrimethylsilane | | Preparation Products | (R)-(+)-2-Methyl-2-propanesulfinamide-->Oxazole, 2,2'-(1-methylethylidene)bis[4,5-dihydro-4-methyl-, (4S,4'S)--->2,2'-Bioxazole, 4,4'-bis(1,1-dimethylethyl)-4,4',5,5'-tetrahydro-, (4S,4'S)--->(S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE)-->Olorinab-->(4R)-4-T-BUTYL-2-METHYL 2-OXAZOLINE |
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