Boc-Dap-OH Property

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)

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

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

Safety Statements 

24/25

WGK Germany 

3

F 

10

HazardClass 

IRRITANT

HS Code 

29241990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H260In contact with water releases flammable gases which may ignite spontaneously

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

H336May cause drowsiness or dizziness

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.

P231+P232Handle under inert gas. Protect from moisture.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P308+P313IF exposed or concerned: Get medical advice/attention.

P335+P334Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.

P363Wash contaminated clothing before reuse.

P370+P378In case of fire: Use … for extinction.

P402+P404Store in a dry place. Store in a closed container.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

Boc-Dap-OH Chemical Properties,Usage,Production

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

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.

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.

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.