| Identification | More | [Name]
Cbz-beta-Amino-L-alanine | [CAS]
35761-26-3 | [Synonyms]
3-AMINO-2-BENZYLOXYCARBONYLAMINO-PROPIONIC ACID
CBZ-BETA-AMINO-L-ALANINE
CBZ-L-B-AMINOALANINE
CBZ-L-DAP-OH
H-DAP(Z)-OH
L-ALANINE, 3-AMINO-N-[(PHENYLMETHOXY)CARBONYL]-
NA-BENZYLOXYCARBONYL-L-2,3-DIAMIOPROPIONIC ACID
NA-CARBOBENZYLOXY-B-AMINO-L-ALANINE
N-ALPHA-BENZYLOXYCARBONYL-L-2,3-DIAMINOPROPIONIC ACID
N-ALPHA-CARBOBENZOXY-L-ALPHA,BETA-DIAMINOPROPIONIC ACID
N-ALPHA-CBZ-L-2,3-DIAMINOPROPIONIC ACID
N-ALPHA-Z-L-2,3-DIAMINOPROPIONIC ACID
NALPHA-Z-L-ALPHA,BETA-DIAMINOPROPIONIC ACID
N-BETA-CARBOBENZOXY-L-ALPHA, BETA-DIAMINOPROPIONIC ACID
(S)-3-AMINO-2-BENZYLOXYCARBONYLAMINO-PROPIONIC ACID
Z-ALPHA,BETA-DIAMINOPROPIONIC ACID
Z-DAP-OH
Z-DPR-OH
Z-L-2,3-DIAMINOPROPIONIC ACID
Z-L-DAP-OH | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C11H14N2O4 | [MDL Number]
MFCD00237345 | [Molecular Weight]
238.24 | [MOL File]
35761-26-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
~240 °C (dec.) | [alpha ]
-39 º (1%, 1N HCl) | [Boiling point ]
463.8±45.0 °C(Predicted) | [density ]
1.303±0.06 g/cm3(Predicted) | [storage temp. ]
Store at RT. | [solubility ]
Soluble in dilute acid. | [form ]
Solid | [pka]
2.86±0.16(Predicted) | [color ]
White | [Optical Rotation]
[α]20/D 39±1°, c = 1% in 1 M HCl | [Sensitive ]
Hygroscopic | [Usage]
Important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins | [BRN ]
4486950 | [InChI]
InChI=1S/C11H14N2O4/c12-6-9(10(14)15)13-11(16)17-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)/t9-/m0/s1 | [InChIKey]
FOXRXVSTFGNURG-VIFPVBQESA-N | [SMILES]
C(O)(=O)[C@H](CN)NC(OCC1=CC=CC=C1)=O | [CAS DataBase Reference]
35761-26-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
3 | [HS Code ]
2922.49.3700 | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins | [Uses]
Nalpha-Benzyloxycarbonyl-L-2,3-diaminopropionic acid is a important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
The general procedure for the synthesis of N(alpha)-Z-L-2,3-diaminopropionic acid from (S)-2-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)propionic acid is as follows: 50 g of (S)-N-benzyloxycarbonyl-N'-tert-butoxycarbonyl-2,3-diaminopropionic acid was dissolved in 500 mL of methylene chloride, followed by 50 mL of trifluoroacetic acid. The reaction mixture was stirred at 50 °C for the reaction and subsequently left at room temperature overnight. Upon completion of the reaction, the reaction mixture was concentrated to dryness by rotary evaporator and the evaporation process was repeated to completely remove the solvent. | [References]
[1] Collection of Czechoslovak Chemical Communications, 1976, vol. 41, p. 2969 - 2977
[2] Patent: CN108452321, 2018, A. Location in patent: Paragraph 0113; 0114; 0115; 0116 |
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