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| | METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE Basic information |
| Product Name: | METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE | | Synonyms: | METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE;METHYL 2-(S)-[N-(BENZYLOXY)CARBONYL]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE;3-Amino-N-[(phenylmethoxy)carbonyl]-L-alanine methyl ester;Methyl 2-(S)-[N-Carbobenzyloxy]amino-3-aminopropionate;3-AMino-N-[(phenylMethoxy)carbonyl]-L-alanine Methyl Ester Hydrochloride;Z-Dap-OMe.HCl;Z-L-Dap-OMe*HCl;Nα-Z-L-2,3-diaminopropionic acid methyl ester hydrochloride≥ 98.5% (HPLC) | | CAS: | 35761-27-4 | | MF: | C12H17ClN2O4 | | MW: | 288.73 | | EINECS: | | | Product Categories: | Amino Acids & Derivatives;amino acids | | Mol File: | 35761-27-4.mol | ![METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE Structure](CAS/GIF/35761-27-4.gif) |
| | METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE Chemical Properties |
| Melting point | 157-162°C dec. | | storage temp. | Inert atmosphere,2-8°C | | solubility | Chloroform, Methanol | | form | Solid | | color | White | | Optical Rotation | Consistent with structure |
| | METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | Important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins. | | Synthesis | General procedure for the synthesis of methyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate hydrochloride from compound (CAS: 75760-11-1): 3-amino-N-[(benzyloxy)carbonyl]-L-alanine methyl ester (5.0 g, 21.0 mmol) and anhydrous methanol (100 mL) were added to a flask fitted with a magnetic stir bar. HCl gas was passed into the solution/slurry for about 10 minutes under stirring conditions. After about 2 minutes, an exothermic reaction was observed and the solution changed from turbid white to clear/colorless. After stirring the reaction solution overnight, it was concentrated and dried by vacuum to afford methyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propionate hydrochloride (6.0 g, 98% yield) as white crystals.1H NMR (δ): 3.05 (t, 1H), 3.19 (t, 1H), 3.70 (s, 3H), 4.45 (m, 1H), 5.10 ( s, 2H), 7.38 (m, 5H), 7.95 (d, 1H), 8.35 (br s, 3H).LCMS (ES, M + H = 253). | | References | [1] Patent: WO2006/106326, 2006, A1. Location in patent: Page/Page column 99 |
| | METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE Preparation Products And Raw materials |
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