Boc-Dap-OH CAS 73259-81-1

Introduction:Basic information about Boc-Dap-OH CAS 73259-81-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Boc-Dap-OH Basic information

Product Name:Boc-Dap-OH
Synonyms:N-Boc-beta-amino-L-alanine;(2S)-3-amino-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;N-alpha-L-(Butoxycarbonyl)-2,3-diaMinopropionic aci;3-Amino-N-(tert-butoxycarbonyl)-L-alanine 97%;3-Amino-Boc-L-alanin;Boc-Dapa-OH;3-AMINO-(TERT-BUTOXYCARBONYL)-L-ALANINE;Nα-Boc-L-2,3-diaminopropionic acid≥ 98% (HPLC)
CAS:73259-81-1
MF:C8H16N2O4
MW:204.22
EINECS:1533716-785-6
Product Categories:Amino Acids
Mol File:73259-81-1.mol

Boc-Dap-OH Chemical Properties

Melting point 210 °C (dec.)
alpha -5.5 º (c=1, acetic acid)
Boiling point 364.4±37.0 °C(Predicted)
density 1.189±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO (Slightly, Heated, Sonicated), Water (Sparingly, Heated, Sonicated)
pka2.88±0.16(Predicted)
form Solid
color White to Off-White
Optical Rotation[α]20/D +5.5±1°, c = 1% in methanol: water (1:1)
BRN 4182136
Major Applicationpeptide synthesis
InChIInChI=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
InChIKeyKRJLRVZLNABMAT-YFKPBYRVSA-N
SMILESC(O)(=O)[C@H](CN)NC(OC(C)(C)C)=O
CAS DataBase Reference73259-81-1(CAS DataBase Reference)

Safety Information

Safety Statements 24/25
WGK Germany 3
10
HazardClass IRRITANT
HS Code 29241990
Storage Class11 - Combustible Solids

Boc-Dap-OH Usage And Synthesis

Chemical PropertiesWhite powder
UsesReactant for:
  • Protein assembly directed by synthetic molecular recognition motifs
  • Solid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activities
  • Synthesis of HCV protease inhibitor modified analogs
  • Solid phase synthesis of peptidic V1a receptor agonists
  • Directed peptide assembly at lipid-water interface
Uses(S)-3-amino-2-(tert-Butoxycarbonylamino)propionic acid (Boc-Dap-OH) is a derivative of amino acids, mainly used as an intermediate in organic synthesis and pharmaceutical chemistry, and can be used in the synthesis of peptide drug molecules and bioactive molecules.
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.
PreparationThe 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.

reaction suitabilityreaction type: Boc solid-phase peptide synthesis

Boc-Dap-OH Preparation Products And Raw materials

BOC-D-4-THIAZOLYLALANINE CAS 134107-69-0
BOC-D-TYR(BZL)-OH CAS 63769-58-4
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