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| | Fmoc-Ala-aldehyde Basic information |
| Product Name: | Fmoc-Ala-aldehyde | | Synonyms: | (S)-(9H-fluoren-9-yl)methyl 1-oxopropan-2-ylcarbamate;(9H-fluoren-9-yl)methyl N-[(2S)-1-oxopropan-2-yl]carbamate;Carbamic acid, N-[(1S)-1-methyl-2-oxoethyl]-, 9H-fluoren-9-ylmethyl ester;(9H-Fluoren-9-yl)MethOxy]Carbonyl Ala-aldehyde;Fmoc-Ala-CHO;(S)-2-(Fmoc-amino)propanal;Fmoc-L-Ala-aldehyde;Fmoc-Ala-aldehyde | | CAS: | 146803-41-0 | | MF: | C18H17NO3 | | MW: | 295.33 | | EINECS: | | | Product Categories: | | | Mol File: | 146803-41-0.mol |  |
| | Fmoc-Ala-aldehyde Chemical Properties |
| Boiling point | 479.9±28.0 °C(Predicted) | | density | 1.203±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | pka | 10.80±0.46(Predicted) | | Appearance | White to off-white Solid | | Optical Rotation | 42.401 °(C=1.0 g/100ml, CHCL3) |
| Hazard Codes | N | | Risk Statements | 50 | | Safety Statements | 61 |
| | Fmoc-Ala-aldehyde Usage And Synthesis |
| Uses | Fmoc-ala-aldehyde acts as an intermediate in the synthesis of α-amino aldehydes and peptide aldehydes. | | Synthesis | To an anhydrous dichloromethane (10 mL) solution of oxalyl chloride (1.89 g, 15.0 mmol) was added anhydrous dichloromethane (10 mL) solution of dimethyl sulfoxide (1.2 g, 15.0 mmol) dropwise at -65 °C. After stirring for 30 minutes, anhydrous dichloromethane (20 mL) solution of N-fluorenylmethoxycarbonyl-L-alaninol (3.0 g, 10.0 mmol) was added slowly dropwise. After continued stirring for 2 h, triethylamine (3.0 g, 30 mmol) was added dropwise, followed by gradual warming of the reaction mixture to room temperature. Upon completion of the reaction, the reaction was quenched with water and extracted with dichloromethane (3 x 100 mL). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was removed by concentration under reduced pressure to give the white solid product methyl (S)-(9H-fluoren-9-yl)methyl(1-oxopropan-2-yl)carbamate (2.8 g, 94.9% yield). | | References | [1] Patent: WO2011/69063, 2011, A2. Location in patent: Page/Page column 82
[2] Synthetic Communications, 2007, vol. 37, # 20, p. 3493 - 3499
[3] Tetrahedron Letters, 2000, vol. 41, # 32, p. 6131 - 6135
[4] Tetrahedron Letters, 2000, vol. 41, # 9, p. 1359 - 1362
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 23, p. 5627 - 5643 |
| | Fmoc-Ala-aldehyde Preparation Products And Raw materials |
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