BOC-4-ABZ-OH Chemical Properties

Melting point:

~200 °C (dec.)

Boiling point:

336.2±25.0 °C(Predicted)

Density 

1.242±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

soluble in Methanol

form 

Powder

pka

4.33±0.10(Predicted)

color 

Beige

BRN 

2115614

Safety Information

Risk Statements 

36/37/38

Safety Statements 

22-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

BOC-4-ABZ-OH Usage And Synthesis

Chemical Properties

Light brown powder

Uses

4-(N-tert-Butoxycarbonyl)aminobenzoic Acid is the tert-Butyloxycarbonyl group protected derivative of 4-Aminobenzoic Acid (A591500), an widely distributed B complex factor in nature.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

General procedure for the synthesis of 4-(N-tert-butoxycarbonylamino)benzoic acid from di-tert-butyl dicarbonate and p-aminobenzoic acid: sodium hydroxide (1.46 g, 36.5 mmol) was added to a mixture of dioxane (70 mL) and water (35 mL) of 4-aminobenzoic acid (5.00 g, 36.5 mmol), followed by di-tert-butyl dicarbonate (11.9 g, 54.8 mmol). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solvent was removed by rotary evaporation and aqueous 3N hydrochloric acid was added slowly and dropwise to the residue to adjust the pH to 3. The precipitate precipitated was collected by filtration, washed with water and dried to afford the target product 4-(N-tert-butoxycarbonylamino)benzoic acid (8.28 g, 96% yield) as a white solid.

References

[1] Journal of Medicinal Chemistry, 2001, vol. 44, # 3, p. 441 - 452
[2] Journal of Catalysis, 2016, vol. 340, p. 344 - 353
[3] Tetrahedron Letters, 2003, vol. 44, # 37, p. 7103 - 7106
[4] Synthesis, 2005, # 7, p. 1061 - 1068
[5] Chemistry - A European Journal, 2003, vol. 9, # 2, p. 557 - 560

BOC-4-ABZ-OH(66493-39-8)Related Product Information

• 4-Aminobenzoic acid
• BOC-3-ABZ-OH,BOC-M-ABZ-OH
• BOC-2-ABZ-OH
• BOC-4-ABZ-OH
• BOC-4-AMINO-3-METHOXYBENZOIC ACID
• BOC-4-ABZ-OSU
• 3-AMINO-4-TERT-BUTOXYCARBONYLAMINO-BENZOIC ACID
• TERT-BUTYL 4-(METHOXYCARBONYL)-3-METHOXYPHENYLCARBAMATE
• N-BOC-4-AMINO-2-CHLOROBENZOIC ACID
• N-BOC-4-(METHYLAMINO)BENZOIC ACID
• BOC-4-AMINO-3-METHYLBENZOIC ACID
• 3-AMINO-4-TERT-BUTOXYCARBONYLAMINO-BENZOIC ACID METHYL ESTER
• DI-BOC-3,4-DIAMINOBENZOIC ACID
• 4-[(tert-butoxycarbonyl)amino]-2-hydroxybenzoic acid
• ETHYL 4-(TERT-BUTOXYCARBONYLAMINO)BENZOATE
• 2,3-DIMETHYL-3,4-DIHYDRO-2H-QUINOXALINE-1,6-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
• 4-AMINO-3-(FMOC-AMINOMETHYL)-BENZOIC ACID
• BUTTPARK 120\07-94