ChemicalBook--->CAS DataBase List--->73259-81-1

73259-81-1

73259-81-1 Structure

73259-81-1 Structure
IdentificationMore
[Name]

N-alpha-L-(Butoxycarbonyl)-2,3-diaminopropionic acid
[CAS]

73259-81-1
[Synonyms]

3-AMINO-(TERT-BUTOXYCARBONYL)-L-ALANINE
BOC-ALPHA,BETA-DIAMINOPROPIONIC ACID
BOC-DAP-OH
BOC-DPR-OH
BOC-L-2,3-DIAMINOPROPIONIC ACID
BOC-L-ALPHA,BETA-DIAMINOPROPIONIC ACID
BOC-L-DAPA-OH
BOC-L-DAP-OH
L-ALANINE, 3-AMINO-N-[(1,1-DIMETHYLETHOXY)CARBONYL]-
N-ALPHA-BOC-BETA-AMINO-L-ALANINE
N-ALPHA-BOC-L-2,3-DIAMINOPROPIONIC ACID
NALPHA-BOC-L-BETA-AMINOALANINE
N-ALPHA-BOC-L-DIAMINOPROPIONIC ACID
N-ALPHA-BOC-(S)-2,3-DIAMINOPROPIONIC ACID
N-ALPHA-L-(BUTOXYCARBONYL)2,3-DIAMINOPROPIONIC ACID
N-ALPHA-T-BUTOXYCARBONYL-L-ALPHA,BETA-DIAMINOPROPIONIC ACID
N-ALPHA-TERT-BUTYLOXYCARBONYL-L-2,3-DIAMINOPROPIONIC ACID
(N-BOC-BETA-AMINO)-ALA-OH
N-T-BOC-BETA-AMINO-L-ALANINE
(S)-3-AMINO-2-(TERT-BUTOXYCARBONYLAMINO)PROPANOIC ACID
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C8H16N2O4
[MDL Number]

MFCD00236843
[Molecular Weight]

204.22
[MOL File]

73259-81-1.mol
Chemical PropertiesBack Directory
[Appearance]

White powder
[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. ]

Store at RT.
[solubility ]

DMSO (Slightly, Heated, Sonicated), Water (Sparingly, Heated, Sonicated)
[form ]

Solid
[pka]

2.88±0.16(Predicted)
[color ]

White to Off-White
[Optical Rotation]

[α]20/D +5.5±1°, c = 1% in methanol: water (1:1)
[BRN ]

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 DataBase Reference]

73259-81-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)Health Hazard (GHS08)Flame (GHS02)
GHS05,GHS07,GHS08,GHS02
[Signal word ]

Danger
[Hazard statements ]

H302-H314-H361-H335-H336-H225-H260
[Precautionary statements ]

P501-P223-P261-P270-P202-P240-P231+P232-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P335+P334-P308+P313-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P402+P404-P403+P235-P405
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[F ]

10
[HazardClass ]

IRRITANT
[HS Code ]

29241990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White powder
[Uses]

Reactant 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
[Definition]

Boc-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.
[Preparation]

The 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.
Boc-Dap-OH
[reaction suitability]

reaction type: Boc solid-phase peptide synthesis
Spectrum DetailBack Directory
[Spectrum Detail]

Boc-Dap-OH(73259-81-1)1HNMR
Boc-Dap-OH(73259-81-1)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N-alpha-BOC-beta-Amino-L-alanine, 97%(73259-81-1)
[Alfa Aesar]

N(alpha)-Boc-L-2,3-diaminopropionic acid, 97%(73259-81-1)
[Sigma Aldrich]

73259-81-1(sigmaaldrich)
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