Grundinformationen
- Standard-SMILES
CC(C)(C)OC(=O)N[C@@H](CN)C(=O)O- InChIKey
KRJLRVZLNABMAT-YFKPBYRVSA-N- Summenformel
- C8H16N2O4
- Durchschnittliche Molmasse
- 204,22 g/mol
- Monoisotopische Masse
- 204,11100699
Namen und Bezeichner
- Bevorzugter Name
- Boc-Dap-OH
- IUPAC
- (2S)-3-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
- Englischer Name
- Boc-Dap-OH
- Summenformel
- C8H16N2O4
- Molmasse
- 204.22
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
73259-81-1- PubChem CID
- 2755946
- DTXSID
DTXSID90373154- Nikkaji
- J741.063H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,7
- Polarare Oberfläche (TPSA)
- 102 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 222
Physikochemische Eigenschaften
- Schmelzpunkt
- 210 °C · 210 °C (dec.)
- Siedepunkt
- 364.4 · 364.4±37.0 °C(Predicted)
- Dichte
- 1.189 · 1.189±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- Löslichkeit
- DMSO (Slightly, Heated, Sonicated), Water (Sparingly, Heated, Sonicated)
- Aggregatzustand
- Solid
- pka
- 2.88 · 2.88±0.16(Predicted)
- Farbe
- White to Off-White
- BRN
- 4182136 · 4182136
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C8H16N2O4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4,9H2,1-3H3,(H,10,13)(H,11,12)/t5-/m0/s1
- InChIKey
- KRJLRVZLNABMAT-YFKPBYRVSA-N
- SMILES
- C(O)(=O)[C@H](CN)NC(OC(C)(C)C)=O
- CAS Datenbank
- 73259 · 73259-81-1(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsdaten
- F
- 10
- wgk
- 3
- hs_code
- 29241990
- safety_code
- 24/25
- hazard_class
- IRRITANT
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
VerwendenReactant for:Protein assembly directed by synthetic molecular recognition motifsSolid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activitiesSynthesis of HCV protease inhibitor modified analogsSolid phase synthesis of peptidic V1a receptor agonistsDirected peptide assembly at lipid-water interface
Darstellung
synthetischeThe raw material was dissolved inabsolute ethanol (5 mL), and the reaction flask was immersed in a water bath at 25 C. To the alcoholicsolution, 10% palladium-carbon (22.9 mg) and 1,4-cyclohexadiene (10 equivalents with respect to4; 0.47 mL, 5.0 mmol) were added, and the mixture was allowed to react under magnetic stirringovernight. After filtration over a short pad of Celite 545, the solvent was evaporated under reducedpressure conditions, and the solid residue was partitioned in a 1:1 (v/v) H2O/EtOAc mixture (10 mL).The aqueous phase was separated, back extracted with EtOAc (3 10 mL), concentrated under reducedpressure conditions, and lyophilized.Finally, the target product Boc-Dap-OH is obtained.
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionBoc-Dap-OH is an amino acid molecule that is a zwitterion. Therefore, the addition of a base is required to prepare a nucleophilic amino acid. It is commonly acts as a nucleophile to attack the acyl carbon.
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