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HomeProduct name listBoc-Dap-OH

Boc-Dap-OH

Synonym(s):Boc-Dap-OH;Boc-Dpr-OH;(S)-2-[(tert-Butoxycarbonyl)amino]-3-aminopropionic acid;(S)-3-Amino-2-(tert-butoxycarbonyl)aminopropionic acid;(S)-3-Amino-2-(tert-butoxycarbonylamino)propanoic acid

  • CAS NO.:73259-81-1
  • Empirical Formula: C8H16N2O4
  • Molecular Weight: 204.22
  • MDL number: MFCD00236843
  • EINECS: 1533716-785-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-10-25 11:55:14
Boc-Dap-OH Structural

What is Boc-Dap-OH?

Chemical properties

White powder

The Uses of Boc-Dap-OH

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

The Uses of Boc-Dap-OH

(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.

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

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.

Properties of Boc-Dap-OH

Melting point: 210 °C (dec.)
Boiling point: 364.4±37.0 °C(Predicted)
alpha  -5.5 º (c=1, acetic acid)
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)
form  Solid
pka 2.88±0.16(Predicted)
color  White to Off-White
optical activity [α]20/D +5.5±1°, c = 1% in methanol: water (1:1)
BRN  4182136
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
CAS DataBase Reference 73259-81-1(CAS DataBase Reference)

Safety information for Boc-Dap-OH

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H225:Flammable liquids
H260:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases
H302:Acute toxicity,oral
H314:Skin corrosion/irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H336:Specific target organ toxicity,single exposure; Narcotic effects
H361:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P223:Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242:Use only non-sparking tools.
P243:Take precautionary measures against static discharge.
P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P231+P232:Handle under inert gas. Protect from moisture.
P363:Wash contaminated clothing before reuse.
P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P308+P313:IF exposed or concerned: Get medical advice/attention.
P335+P334:Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P370+P378:In case of fire: Use … for extinction.
P405:Store locked up.
P402+P404:Store in a dry place. Store in a closed container.
P403+P233:Store in a well-ventilated place. Keep container tightly closed.
P403+P235:Store in a well-ventilated place. Keep cool.

Computed Descriptors for Boc-Dap-OH

InChIKey KRJLRVZLNABMAT-YFKPBYRVSA-N
SMILES C(O)(=O)[C@H](CN)NC(OC(C)(C)C)=O

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