- Boc-Cys(Trt)-OH
-
-
2026-08-21
- CAS:21947-98-8
- Min. Order: 1kgkg
- Purity: 98%
- Supply Ability: 1T+
- Boc-Cys(Trt)-OH
-
-
2022-01-27
- CAS:21947-98-8
- Min. Order: 1KG
- Purity: 97.5%
- Supply Ability: 100 tons
|
| | N-Boc-S-Trityl-L-cysteine Basic information |
| | N-Boc-S-Trityl-L-cysteine Chemical Properties |
| Melting point | 143-146 °C(lit.) | | alpha | 27.5 º (c=1, EtOH) | | Boiling point | 610.9±55.0 °C(Predicted) | | density | 1.200±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,2-8°C | | solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | | form | Powder | | pka | 3.82±0.10(Predicted) | | color | White to off-white | | Optical Rotation | [α]20/D +27.5°, c = 1 in ethanol | | BRN | 2028965 | | Major Application | peptide synthesis | | InChIKey | JDTOWOURWBDELG-QHCPKHFHSA-N | | SMILES | C(O)(=O)[C@H](CSC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)NC(OC(C)(C)C)=O | | CAS DataBase Reference | 21947-98-8(CAS DataBase Reference) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | F | 3-10 | | HS Code | 2930 90 16 | | Storage Class | 11 - Combustible Solids |
| | N-Boc-S-Trityl-L-cysteine Usage And Synthesis |
| Chemical Properties | White to yellow crystalline powder | | Uses | Boc-Cys(Trt)-OH is used in method for preparing ularitide. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | General procedure for the synthesis of N-tert-butoxycarbonyl-S-trityl-L-cysteine from di-tert-butyl dicarbonate (Boc2O) and S-trityl-L-cysteine: S-trityl-L-cysteine (5 g, 12.7 mmol) was dissolved in 2N NaOH solution (80 mL), followed by the addition of di-tert-butyl dicarbonate (4.5 g, 20 mmol) . The reaction mixture was stirred at room temperature for 24 hours. After completion of the reaction, the aqueous solution was acidified to pH 2 with concentrated hydrochloric acid and then extracted with dichloromethane (2 x 100 mL). The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target compound N-tert-butoxycarbonyl-S-trityl-L-cysteine (5.3 g, 90% yield) as a white foamy solid without further purification.1H NMR (DMSO-d6) δ: 1.37 (s, 9H, tert-butyl-CH3); 2.29-2.58 (m , 2H, CH2); 3.76-3.79 (m, 1H, CH); 6.84 (d, J=7.8Hz, 1H, NH); 7.14-7.38 (m, 15H, triphenylmethyl-H).MALDI-TOF MS: m/z 464.8 [M+H]+, molecular weight 463.59 for calculated value C27H29NO4S. | | References | [1] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 383 - 392
[2] Chemical Communications, 2013, vol. 49, # 92, p. 10808 - 10810
[3] Patent: CN106432014, 2017, A. Location in patent: Paragraph 0096; 0100; 0101; 0102; 0142; 0146; 0147; 0148
[4] Patent: WO2009/137251, 2009, A2. Location in patent: Page/Page column 30; 31
[5] Chemistry of Natural Compounds, 1979, vol. 15, p. 471 - 476 |
| | N-Boc-S-Trityl-L-cysteine Preparation Products And Raw materials |
|