L-Aspartic acid 4-tert-butyl ester Chemical Properties

Melting point:

220°C (dec.)

Boiling point:

318.7±37.0 °C(Predicted)

Density 

1.162±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Methanol (Slightly), Water (Slightly, Sonicated)

form 

Solid

pka

2.19±0.23(Predicted)

color 

White to Off-White

optical activity

[α]20/D 9±2°, c = 2% in methanol: water (4:1)

BRN 

4671089

Stability:

Hygroscopic

Major Application

peptide synthesis

InChI

InChI=1S/C8H15NO4/c1-8(2,3)13-6(10)4-5(9)7(11)12/h5H,4,9H2,1-3H3,(H,11,12)/t5-/m0/s1

InChIKey

MXWMFBYWXMXRPD-YFKPBYRVSA-N

SMILES

C(O)(=O)[C@H](CC(OC(C)(C)C)=O)N

CAS DataBase Reference

3057-74-7(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

22-24/25-44-35-28-7-4

WGK Germany 

3

HS Code 

29225090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

L-Aspartic acid 4-tert-butyl ester Usage And Synthesis

Chemical Properties

White powder

Uses

L-Aspartic acid 4-tert-butyl ester is a protected form of L-Aspartic acid (A790024). L-Aspartic acid is a nonessential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

In a 3000 mL three-necked bottle, add 1000 mL of dichloromethane, cool down to -5??C, add 344 g of anhydrous p-toluenesulfonic acid and 133 g of aspartic acid, pass through 448 g of isobutene, and maintain the reaction at -5??C for 50 hours; and then adjust the pH to 7 with a 10% aqueous solution of Na2CO3, separate the liquid, the aqueous layer was left to stand, and evaporate it under reduced pressure to produce Asp(OtBu)2, _ x000D_ Asp(OtBu) and Asp-OtBu oily mixture, the oily layer and the aqueous layer combined to be used, the yield was 58.4%.

The resulting mixture was transferred to a 3000 mL three-necked flask, 125 g of CuSO4-5H2O was added, and the was adjusted with concentrated hydrochloric acid. pH 3, stirring to raise the temperature to 40 ?? C, the reaction for 16 hours to produce Cu[Asp(OtBu)]x (x = 1 ~ 2); then reduced to room temperature, add 186.3 g Na2EDTA-2H2O and 400mL dioxane, and adjust the pH to 8~9 with triethylamine to produce L-aspartic acid-4-tert-butyl ester.

L-Aspartic acid 4-tert-butyl ester(3057-74-7)Related Product Information

• Butyl acetate
• D-Aspartic acid
• L-ASPARTIC ACID
• Potassium L-aspartate
• Sodium L-aspartate
• 4-tert-Butylcyclohexyl acetate
• L-Aspartic acid
• DL-Aspartic acid magnesium salt tetrahydrate
• Cyhalofop-butyl
• BUTYL OLEATE
• Buprofezin
• Magnesium L-aspartate
• Dimethyl succinate
• tert-Butyl methyl ether
• Methyl acrylate
• Tris(trimethylsilyl)phosphate
• Calcium L-aspartate
• Fmoc-Asp(OtBu)-OH