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35761-27-4

35761-27-4 Structure

35761-27-4 Structure
IdentificationBack Directory
[Name]

METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE
[CAS]

35761-27-4
[Synonyms]

Z-Dap-OMe.HCl
Z-L-Dap-OMe*HCl
Methyl 2-(S)-[N-Carbobenzyloxy]amino-3-aminopropionate
3-Amino-N-[(phenylmethoxy)carbonyl]-L-alanine methyl ester
METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE
3-AMino-N-[(phenylMethoxy)carbonyl]-L-alanine Methyl Ester Hydrochloride
Nα-Z-L-2,3-diaminopropionic acid methyl ester hydrochloride≥ 98.5% (HPLC)
methyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate hydrochloride
METHYL 2-(S)-[N-(BENZYLOXY)CARBONYL]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE
[Molecular Formula]

C12H17ClN2O4
[MDL Number]

MFCD03701202
[MOL File]

35761-27-4.mol
[Molecular Weight]

288.73
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

157-162°C dec.
[storage temp. ]

Refrigerator
[solubility ]

Chloroform, Methanol
[form ]

Solid
[color ]

White
[Optical Rotation]

Consistent with structure
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins
[Synthesis]

3-Amino-N-[(Phenylmethoxy)Carbonyl]-Alanine Methyl Ester

75760-11-1

METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE

35761-27-4

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
Safety DataBack Directory
[HS Code ]

2924297099
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 2-(S)-[N-CARBOBENZYLOXY]AMINO-3-AMINOPROPIONATE, HYDROCHLORIDE(35761-27-4)1HNMR
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